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Michael additions in water of ketones to nitroolefins catalyzed by readily tunable and bifunctional pyrrolidine–thiourea organocatalysts

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成果类型:
期刊论文
作者:
Cao, Yi-Ju;Lai, Yuan-Yuan;Wang, Xiang;Li, Yong-Han;Xiao, Wen-Jing*
通讯作者:
Xiao, Wen-Jing
作者机构:
Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
Kaili Coll, Dept Chem, Kaili 556000, Guizhou, 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.
语种:
英文
关键词:
Cyclohexanone;Michael addition;Organocatalysis;Pyrrolidine-thiourea;Water
期刊:
Tetrahedron Letters
ISSN:
0040-4039
年:
2007
卷:
48
期:
1
页码:
21-24
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
An operationally trivial and environmentally benign procedure for direct Michael addition has been developed. The reaction of various ketones with nitroolefins can be performed in water to afford the corresponding nitro compounds in high yields in the presence of a pyrrolidine-thiourea organocatalyst at 35 degrees C. The reaction exhibits a high stereoselectivity, with high enantioselectivities (up to 99%) as well as diastereoselectivities (up to 99:1) being achieved under the opt...

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