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Enantioselective Copper-Catalyzed Dearomative Spiroannulation of β-Naphthols or Indoles with Yne-Allylic Esters

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成果类型:
期刊论文
作者:
Zhao, Ruinan;Deng, Shuang;Huang, Rongkang;Kong, Han-Han;Lu, Yuepeng;...
通讯作者:
Xu, H;Qi, XT
作者机构:
[Zhao, Ruinan; Kong, Han-Han; Xu, Hao; Huang, Rongkang; Xu, H; Lu, Yuepeng; Pan, Fangfang; Li, Ying; Wang, Jiaqiang; Yin, Tingrui; Zhu, Cuiju] Cent China Normal Univ, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticides & Chem Biol,Minist Educ, Wuhan 430079, Peoples R China.
[Deng, Shuang; Qi, Xiaotian; Qi, XT] Wuhan Univ, Coll Chem & Mol Sci, Engn Res Ctr Organosilicon Cpds & Mat, Minist Educ, Wuhan 430072, Peoples R China.
通讯机构:
[Xu, H ] C
[Qi, XT ] W
Cent China Normal Univ, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticides & Chem Biol,Minist Educ, Wuhan 430079, Peoples R China.
Wuhan Univ, Coll Chem & Mol Sci, Engn Res Ctr Organosilicon Cpds & Mat, Minist Educ, Wuhan 430072, Peoples R China.
语种:
英文
关键词:
asymmetric catalysis;dearomatization;copper catalyst;naphthols;indoles;yne-allylic esters
期刊:
ACS CATALYSIS
ISSN:
2155-5435
年:
2024
卷:
14
期:
12
页码:
9254–9264
基金类别:
National Natural Science Foundation of China [21801087, 22201222]; National Natural Science Foundation of China [CCNU19QN064, WHU 2042021KF1020]; Fundamental Research Funds for the Central Universities [2022YFA1505100, 2023YFA1508600]; National Key R&D Program of China
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
Catalytic asymmetric dearomatization reactions of alpha-unsubstituted beta-naphthols are very challenging due to the high energy barrier resulting from the loss of aromaticity. Herein, we describe an example of enantioselective catalytic dearomative spiroannulation with yne-allylic esters. The success of this reaction relied on the copper-catalyzed remote asymmetric strategy using yne-allylic esters as the bis-electrophilic reagents. This transformation features mild reaction conditions, broad functional group tolerance, and an extensive substrate scope, thereby facilitating the efficient cons...

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