Formal [4+1] cycloaddition of camphor-derived sulfonium salts with aldimines: enantioselective synthesis of 2,3-dihydrobenzofurans
作者：
Cheng, Ying;Hu, Xiao-Qiang;Gao, Shuang;Lu, Liang-Qiu;Chen, Jia-Rong;...
期刊：
Tetrahedron ,2013年69(19):3810-3816 ISSN：0040-4020
通讯作者：
Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Cheng, Ying; Xiao, Wen-Jing; Gao, Shuang; Chen, Jia-Rong; Hu, Xiao-Qiang] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
Cycloaddition;Sulfonium salts;Aldimines;2,3-Dihydrobenzofurans
摘要：
An asymmetric formal [41+1] cycloaddition of camphor-derived sulfonium salts with aldimines has been described. The reaction allows for the efficient synthesis of trans-2,3-disubstituted-2,3-dihydrobenzofurans in moderate to good yields with >95:5 dr and up to 98% ee under mild reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.
语种：
英文
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Visible Light-Induced C-S Bond Activation: A New Route to Facilely Access 1,4-Diketones from β-Ketosulfones
作者：
Xuan,Jun;Feng,Zhu-Jia;Chen,Jia-Rong;Lu,Liang-Qiu;Xiao,Wen-Jing
作者机构：
[Xuan,Jun; Feng,Zhu-Jia; Chen,Jia-Rong; Lu,Liang-Qiu; Xiao,Wen-Jing] Key Laboratory of Pesticide & Chemical Biology, Ministry of Education;[Xuan,Jun; Feng,Zhu-Jia; Chen,Jia-Rong; Lu,Liang-Qiu; Xiao,Wen-Jing] College of Chemistry, Central China Normal University,152 Luoyu Road, Wuhan, Hubei 430079
会议名称：
中国化学会第八届有机化学学术会议暨首届重庆有机化学国际研讨会
会议时间：
2013-10-17
会议地点：
重庆
会议主办单位：
中国化学会;重庆市科协
会议论文集名称：
中国化学会第八届有机化学学术会议暨首届重庆有机化学国际研讨会论文集
关键词：
C-S bond activation;β-ketosulfones;visible light;photochemistry;radicals
摘要：
Transition-metal catalyzed coupling reaction via C-S bond activation has been established as an alternative and useful method to forge new C-C bonds and important molecular motifs, especially when the traditionally applied organo halides are not readily available and bench-stable[1]. For this purpose, visible-light-induced photoredox strategy has been introduced to this field, and enables the efficient synthesis of valuable synthetic intermediates or biologically important molecules from readily available sulfur-containing organic precursors[2]. We recently found a new and efficient method to synthesis 1,4-diketons from β-ketosulfones by means of a visible-light photocatalyzed radical process. Both of the symmetrical and unsymmetrical 1,4-diketons can be easily prepared with moderate to good yields.
语种：
英文
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Direct synthesis of pyrrolo[2,1-a]isoquinolines by 1,3-dipolar cycloaddition of stabilized isoquinolinium N-ylides with vinyl sulfonium salts
作者：
An, Jing;Yang, Qing-Qing;Wang, Qiang;Xiao, Wen-Jing*
期刊：
Tetrahedron Letters ,2013年54(29):3834-3837 ISSN：0040-4039
通讯作者：
Xiao, Wen-Jing
作者机构：
[Yang, Qing-Qing; Xiao, Wen-Jing; Wang, Qiang; An, Jing] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
1,3-Dipolar cycloaddition;Isoquinolinium N-ylides;Pyrrolo[2,1-a]isoquinoline;Vinyl sulfonium salts
摘要：
A direct and efficient synthesis of 2,3-unsubstituted 1-acylpyrrolo[2,1-a]isoquinolines is described. The 1,3-dipolar cycloaddition of stabilized isoquinolinium N-ylides with vinyl sulfonium salts features simple experimental procedures, mild conditions, and moderate to good yields.
语种：
英文
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Enantioselective Synthesis of Highly Substituted Chromans by a Zinc(II)-Catalyzed Tandem Friedel-Crafts Alkylation/Michael Addition Reaction
作者：
Li, Chao;Liu, Feng-Lei;Zou, You-Quan;Lu, Liang-Qiu;Chen, Jia-Rong;...
期刊：
SYNTHESIS-STUTTGART ,2013年45(5):601-608 ISSN：0039-7881
通讯作者：
Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Liu, Feng-Lei; Xiao, Wen-Jing; Chen, Jia-Rong; Li, Chao; Zou, You-Quan] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
tandem reaction;Friedel-Crafts alkylation;1-methylindole;chroman;nitroolefin enoate
摘要：
An enantioselective tandem Friedel-Crafts alkylation/ Michael addition reaction of 1-methylindoles with nitroolefin enoates catalyzed by a chiral tridentate bisoxazoline-Zn(II) complex has been described. This method provides an efficient route to highly substituted chromans in good isolated yields with high stereoselectivities (up to 95:5 dr and 91% ee). ©Georg Thieme Verlag Stuttgart. New York.
语种：
英文
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Highly enantioselective Friedel-Crafts alkylation/N-hemiacetalization cascade reaction with indoles
作者：
Cheng, Hong-Gang;Lu, Liang-Qiu;Wang, Tao;Yang, Qing-Qing;Liu, Xiao-Peng;...
期刊：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2013年52(11):3250-3254 ISSN：1433-7851
通讯作者：
Chen, Jia-Rong
作者机构：
[Yang, Qing-Qing; Cheng, Hong-Gang; Lu, Liang-Qiu; Deng, Qiao-Hui; Xiao, Wen-Jing; Chen, Jia-Rong; Liu, Xiao-Peng; Wang, Tao; Li, Yang] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.;[Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
alkylation;asymmetric catalysis;chiral Lewis acids;heterocycles;indoles
摘要：
A new ring for your indole: An unprecedented copper-catalyzed enantioselective Friedel-Crafts alkylation/N-hemiacetalization cascade reaction with indoles and β,γ-unsaturated α-ketoesters is reported. This mild strategy provides new access to various synthetically and biologically important 2,3-dihydro-1H-pyrrolo[1,2-a]indoles in a highly enantioselective manner. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
语种：
英文
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Development of cascade reactions for the concise construction of diverse heterocyclic architectures
作者：
Lu, Liang-Qiu;Chen, Jia-Rong;Xiao, Wen-Jing*
期刊：
ACCOUNTS OF CHEMICAL RESEARCH ,2012年45(8):1278-1293 ISSN：0001-4842
通讯作者：
Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
Heterocyclic structural architectures occur in many bioactive natural products and synthetic drugs, and these structural units serve as important intermediates in organic synthesis. This Account documents our recent progress in the development of cascade reactions to construct complex carbocycles and heterocycles. We describe the rational design of cascade reactions and in-depth investigations of their mechanism as well as their applications in the synthesis of drugs, natural products, and related molecular analogs.Relying on knowledge about the dipole-type reactivity of sulfur ylides, we have developed three different types of cascade reactions: a [4 + 1] annulation/rearrangement cascade, a [4 + 1]/[3 + 2] cycloaddition cascade, and a Michael addition/N-alkylation cascade. Using these processes, we can generate oxazolidinones, fused heterocycles, and pyrrolines starting with simple and readily available substances such as nitroolefins and unsaturated imines. We have also developed corresponding enantioselective reactions, which are guided by axial chirality and asymmetric H-bonding control. In addition, by relying on the reactivity characteristics of newly designed acrylate-linked nitroolefins, we have disclosed an asymmetric Michael/Michael/retro-Michael addition cascade using the combination of a protected hydroxylamine and a bifunctional organocatalyst. Using this methodology, we prepared chiral chromenes in good yields and with high enantioselectivities. Moreover, a series of double Michael addition cascade reactions with anilines, thiophenols, and benzotriazoles generated highly functionalized chromanes. Via mechanistically distinct cascade processes that start with vinyl-linked indoles, we have synthesized polycyclic indoles. Intermolecular cross-metathesis/intramolecular Friedel-Crafts alkylation cascades, promoted by either a single ruthenium alkylidene catalyst or a sequence involving Grubbs' ruthenium catalyst and MacMillan's imidazolidinone catalyst, converted ω-indolyl alkenes into tetrahydrocarbazoles, tetrahydropyranoindoles, and tetrahydrocarbolines. In addition, we constructed tetrahydrocarbazoles and tetrahydroquinones using organocatalytic Friedel-Crafts alkylation/Michael addition cascades that used 2-vinyl indoles as common starting materials.Most green plants carry out photosynthesis to produce organic substances relying on readily available and renewable solar energy. In a related manner, we have also developed two cascade reactions that merge visible light-induced aerobic oxidation with either [3 + 2] cycloaddition/oxidative aromatization or intramolecular cyclization. These processes lead to the formation of pyrrolo[2,1-a]isoquinolines and enantiopure tetrahydroimidazoles, respectively. © 2012 American Chemical Society.
语种：
英文
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Oxidative cross-esterification of dithiolanes with alcohols through a cross-dehydrogenative coupling (CDC)/deprotection sequence
作者：
Fu, Liang;Yao, Chang-Jiang;Chang, Ning-Jie;Chen, Jia-Rong;Lu, Liang-Qiu* ;...
期刊：
Organic & Biomolecular Chemistry ,2012年10(3):506-508 ISSN：1477-0520
通讯作者：
Lu, Liang-Qiu
作者机构：
[Lu, Liang-Qiu; Chang, Ning-Jie; Yao, Chang-Jiang; Fu, Liang; Xiao, Wen-Jing; Chen, Jia-Rong] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Lu, Liang-Qiu] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Lu, Liang-Qiu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
An unprecedented oxidative cross-esterification in an equimolar mixture of dithiolanes, alcohols and water through a CDC/deprotection sequence has been developed. The reaction itself features simple experimental procedures under very mild conditions and offers a new strategic protocol for the direct and efficient synthesis of structurally diverse esters.
语种：
英文
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An organocatalytic Michael-aldol cascade: formal [3+2] annulation to construct enantioenriched spirocyclic oxindole derivatives
作者：
Duan, Shu-Wen;Li, Yang;Liu, Yi-Yin;Zou, You-Quan;Shi, De-Qing;...
期刊：
Chemical Communications ,2012年48(42):5160-5162 ISSN：1359-7345
通讯作者：
Xiao, Wen-Jing
作者机构：
[Duan, Shu-Wen; Xiao, Wen-Jing; Li, Yang; Zou, You-Quan; Liu, Yi-Yin; Shi, De-Qing] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
An efficient organocatalytic Michael-aldol cascade reaction for the asymmetric synthesis of spirocyclic oxindole derivatives fused with tetrahydrothiophenes has been developed through a formal [3+2] annulation strategy.
语种：
英文
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An efficient synthesis of enol phosphates via organic base-promoted addition of phosphites to 4-oxo-enoates
作者：
Zhu, Xiao-Yu;Chen, Jia-Rong;Lu, Liang-Qiu* ;Xiao, Wen-Jing
期刊：
Tetrahedron ,2012年68(30):6032-6037 ISSN：0040-4020
通讯作者：
Lu, Liang-Qiu
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong; Zhu, Xiao-Yu] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hunan, Peoples R China.;[Lu, Liang-Qiu] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hunan, Peoples R China.
通讯机构：
[Lu, Liang-Qiu] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hunan, Peoples R China.
关键词：
Hydrophosphorylation;4-Oxo-enonate;Enol phosphate;High stereoselectivity
摘要：
A TMG catalyzed, practical and efficient hydrophosphorylation of 4-oxo-enoates by diethyl or diphenyl phosphite has been described. This protocol allows a convenient access to a variety of enol phosphates under mild conditions in good yield with excellent stereoselectivity.
语种：
英文
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Dual Activation in Organocatalysis: Design of Tunable and Bifunctional Organocatalysts and Their Applications in Enantioselective Reactions
作者：
Lu, Liang-Qiu;An, Xiao-Lei;Chen, Jia-Rong;Xiao, Wen-Jing*
期刊：
SYNLETT ,2012年2012(4):490-508 ISSN：0936-5214
通讯作者：
Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong; An, Xiao-Lei] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
asymmetric organocatalysis;dual activation;tunable organocatalysts;aldol reactions;Michael additions
摘要：
Dual activation has been identified as an important concept in the field of asymmetric catalysis, especially asymmetric organocatalysis. A comprehensive account of the design of novel amino hydrogen-bonding organocatalysts and their successful applications in two classic carbon-carbon bond forming reactions, namely the asymmetric aldol and Michael reactions, is given. This account also covers work that uses known organocatalysts in the preparation of other important chiral molecules using the asymmetric Michael reaction as the key transformation by virtue of a dual activation strategy. 1 Introduction 2 General Concept of Dual Activation 3 Dual Activation in Asymmetric Aldol Reactions 3.1 Design and Preparation of Tunable Aminoamide Organocatalysts 3.2 Application in the Asymmetric Aldol Reaction of Cyclic Ketones with Aldehydes 3.3 Application in the Asymmetric Aldol Reaction of Acetone with Isatins 3.4 Application in the Asymmetric Aldol Reaction of Acetone with Aldehydes 4 Dual Activation in Asymmetric Michael Reactions 4.1 Design and Preparation of Tunable Aminothiourea, Aminosalicylamide, and Aminosulfamide Organocatalysts 4.2 Application in the Asymmetric Michael Reaction of Cyclic Ketones and Nitroolefins 4.3 Application in the Asymmetric Michael Reaction of Bulky Aldehydes and Nitroolefins 4.4 Other Asymmetric Michael Reactions Based on a Dual -Activation Strategy 5 Conclusion © Georg Thieme Verlag Stuttgart · New York.
语种：
英文
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Visible-light photoredox catalysis
作者：
Xuan, Jun;Xiao, Wen-Jing*
期刊：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2012年51(28):6828-6838 ISSN：1433-7851
通讯作者：
Xiao, Wen-Jing
作者机构：
[Xiao, Wen-Jing; Xuan, Jun] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
heterocycles;homogeneous catalysis;photocatalysis;radicals;synthetic methods
摘要：
In the last few years, visible-light initiated organic transformations have attracted increasing attention. The development of visible-light-promoted photocatalytic reactions, which enable rapid and efficient synthesis of fine chemicals, is highly desirable from the viewpoint of cost, safety, availability, and environmental friendliness. In this Minireview, recent advances made in this fast developing area of research are discussed. In the spotlight: The title catalysis is an area of research that is developing quickly and has become a powerful and efficient tool in synthetic organic chemistry (see picture, S=Substrates, P=Products). There is little doubt that continued exploration of visible light photoredox catalysis will uncover a wide range of fascinating and useful chemical reactions. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
语种：
英文
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A practical electromediated ipso-hydroxylation of aryl and alkyl boronic acids under an air atmosphere
作者：
Jiang, Hao;Lykke, Lennart;Pedersen, Steen Uttrup;Xiao, Wen-Jing;Jorgensen, Karl Anker*
期刊：
Chemical Communications ,2012年48(57):7203-7205 ISSN：1359-7345
通讯作者：
Jorgensen, Karl Anker
作者机构：
[Pedersen, Steen Uttrup; Jorgensen, Karl Anker; Jiang, Hao; Lykke, Lennart] Aarhus Univ, Dept Chem, DK-8000 Aarhus C, Denmark.;[Xiao, Wen-Jing] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Jorgensen, Karl Anker] Aarhus Univ, Dept Chem, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
通讯机构：
[Jorgensen, Karl Anker] A;Aarhus Univ, Dept Chem, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
摘要：
An efficient electromediated aerobic ipso-hydroxylation reaction of aryl and alkyl boronic acids has been developed. Furthermore, mechanistic insight into the role of superoxide anions in this reaction has also been provided based on electrochemical studies and experimental results.
语种：
英文
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Room temperature synthesis of isoquino[2,1-a][3,1]oxazine and isoquino[2,1-a]pyrimidine derivatives via visible light photoredox catalysis
作者：
Xuan, Jun* ;Feng, Zhu-Jia;Duan, Shu-Wen;Xiao, Wen-Jing
期刊：
RSC Advances ,2012年2(10):4065-4068 ISSN：2046-2069
通讯作者：
Xuan, Jun
作者机构：
[Duan, Shu-Wen; Feng, Zhu-Jia; Xiao, Wen-Jing; Xuan, Jun] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xuan, Jun] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xuan, Jun] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A novel and efficient construction of isoquino[2,1-a][3,1]oxazine and isoquino[2,1-a]pyrimidine frameworks has been realized by means of visible light photocatalytic reactions using air as the oxidant at room temperature. This strategy offers a direct and rapid access to two kinds of biologically important fused heterocycles in good to excellent yields.
语种：
英文
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Enantioselective [4+2] cycloadditions of 2-vinyl-1 H-indoles with 3-nitro-2 H-chromenes catalyzed by a Zn(OTf) 2/bis(oxazoline) complex: An efficient approach to fused heterocycles with a quaternary stereocenter
作者：
Tan, Fen;Xiao, Cong;Cheng, Hong-Gang;Wu, Wei;Ding, Ke-Rong* ;...
期刊：
CHEMISTRY-AN ASIAN JOURNAL ,2012年7(3):493-497 ISSN：1861-4728
通讯作者：
Ding, Ke-Rong
作者机构：
[Cheng, Hong-Gang; Tan, Fen; Ding, Ke-Rong; Xiao, Wen-Jing; Wu, Wei] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Cong] Peking Univ, Coll Chem, Beijing 100871, Peoples R China.;[Ding, Ke-Rong] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Ding, Ke-Rong] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
cycloaddition;enantioselectivity;heterocycles;indoles;Lewis acid catalysis
摘要：
There's a ringer: The asymmetric [4+2] cycloaddition reaction of 3-nitro-2H-chromenes with 1-benzyl-2-vinyl-1H-indoles catalyzed by Zn(OTf) 2 with bis(oxazoline) ligands offers a practical and efficient method to synthesize a variety of fused heterocycles bearing a quaternary stereocenter with good reaction efficiency (up to 94% yield) and excellent stereoselectivities (up to 96% ee, >95:5 d.r.). © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
语种：
英文
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Design of chiral sulfoxide-Schiff base hybrids and their application in Cu-catalyzed asymmetric Henry reactions
作者：
Cheng, Hong-Gang;Lu, Liang-Qiu;Wang, Tao;Chen, Jia-Rong* ;Xiao, Wen-Jing
期刊：
Chemical Communications ,2012年48(45):5596-5598 ISSN：1359-7345
通讯作者：
Chen, Jia-Rong
作者机构：
[Cheng, Hong-Gang; Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong; Wang, Tao] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Chen, Jia-Rong] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Chen, Jia-Rong] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要：
A new class of chiral sulfoxide-Schiff base ligands has been developed by the rational combination of two privileged chiral backbones. These sulfoxide-Schiff base ligands were found to be highly efficient for Cu-catalyzed asymmetric Henry reactions (up to 98% yield and 96% ee).
语种：
英文
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Hydrogen-bond-mediated asymmetric cascade reaction of stable sulfur ylides with nitroolefins: Scope, application and mechanism
作者：
Lu, Liang-Qiu;Li, Fang;An, Jing;Cheng, Ying;Chen, Jia-Rong;...
期刊：
CHEMISTRY-A EUROPEAN JOURNAL ,2012年18(13):4073-4079 ISSN：0947-6539
通讯作者：
Xiao, Wen-Jing
作者机构：
[Lu, Liang-Qiu; Cheng, Ying; Li, Fang; Xiao, Wen-Jing; Chen, Jia-Rong; An, Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
annulation;asymmetric synthesis;hydrogen bonds;rearrangement;sulfur;ylides
摘要：
A hydrogen-bond-mediated asymmetric [4+1] annulation/rearrangement cascade of stable sulfur ylides and nitroolefins was developed. This reaction provides a facile route to enantioenriched 4,5-substituted oxazolidinones in moderate to excellent isolated yields (65-96 %) with excellent stereocontrol (up to more than 95:5 d.r. and 97:3 e.r.). This methodology was successfully applied to the concise synthesis of two bioactive molecules. The stereocontrolled modes and mechanism have been proposed to explain the origin of this stereochemistry. Controlled cascade: A hydrogen-bond-mediated asymmetric [4+1] annulation/rearrangement cascade of stable sulfur ylides and nitroolefins was developed (see scheme). This reaction provides a facile route to enantioenriched 4,5-substituted oxazolidinones. Stereocontrolled modes and a mechanism are proposed to explain the origin of the stereochemistry. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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英文
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Synthesis of indoles through highly efficient cascade reactions of sulfur ylides and N-(ortho-chloromethyl)aryl amides
作者：
Yang, Qing-Qing;Xiao, Cong;Lu, Liang-Qiu;An, Jing;Tan, Fen;...
期刊：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2012年51(36):9137-9140 ISSN：1433-7851
通讯作者：
Xiao, Wen-Jing
作者机构：
[Yang, Qing-Qing; Lu, Liang-Qiu; Tan, Fen; Li, Bin-Jie; Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.;[Xiao, Cong] Peking Univ, Coll Chem, Beijing 100871, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
cascade reaction;indoles;nitrogen heterocycles;sulfur ylides
摘要：
Batting the ylides: A simple procedure carried out under mild conditions allows the direct and efficient synthesis of structurally diverse indoles. This approach involves a cascade reaction of sulfur ylides and N-(ortho-chloromethyl) aryl amides (see scheme). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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英文
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Highly efficient aerobic oxidative hydroxylation of arylboronic acids: Photoredox catalysis using visible light
作者：
Zou, You-Quan;Chen, Jia-Rong;Liu, Xiao-Peng;Lu, Liang-Qiu;Davis, Rebecca L.;...
期刊：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2012年51(3):784-788 ISSN：1433-7851
通讯作者：
Jorgensen, Karl Anker
作者机构：
[Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong; Liu, Xiao-Peng; Zou, You-Quan] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Jorgensen, Karl Anker; Davis, Rebecca L.] Aarhus Univ, Dept Chem, Ctr Catalysis, DK-8000 Aarhus C, Denmark.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.;[Jorgensen, Karl Anker] Aarhus Univ, Dept Chem, Ctr Catalysis, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
通讯机构：
[Jorgensen, Karl Anker] A;Aarhus Univ, Dept Chem, Ctr Catalysis, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
关键词：
boron;oxidation;photooxidation;ruthenium;synthetic methods
摘要：
To shed light on: The title reaction allows the generation of a variety of functionalized phenols and analogues using [Ru(bpy)<inf>3</inf>Cl <inf>2</inf>]·6 H<inf>2</inf>O as the photocatalyst under very mild reaction conditions. This reaction not only incorporates an oxygen atom from molecular oxygen directly into the product, but also expands the application of visible-light photocatalysis. bpy=bipyridine. Copyright ©2012 WILEY-VCH Verlag GmbH &Co. KGaA, Weinheim.
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英文
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Visible light induced intermolecular [2+2]-cycloaddition reactions of 3-ylideneoxindoles through energy transfer pathway
作者：
Zou, You-Quan;Duan, Shu-Wen;Meng, Xiang-Gao;Hu, Xiao-Qiang;Gao, Shuang;...
期刊：
Tetrahedron Letters ,2012年68(34):6914-6919 ISSN：0040-4039
通讯作者：
Xiao, Wen-Jing
作者机构：
[Duan, Shu-Wen; Xiao, Wen-Jing; Gao, Shuang; Chen, Jia-Rong; Meng, Xiang-Gao; Zou, You-Quan; Hu, Xiao-Qiang] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Xiao, Wen-Jing] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
Visible light;Cycloaddition;Photocatalysis;Energy transfer;Spirocyclic oxindole
摘要：
A highly diastereoselective and regioselective [2+2]-cycloaddition reaction of 3-ylideneoxindoles has been accomplished using visible light photocatalysis. This visible light photocatalytic protocol allows an expedient access to diversely functionalized and structurally constrained oxindole derivatives containing two spirocycles and four stereogenic centers, including two all-carbon quaternary centers.
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英文
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