Organocatalytic activity of 4-hydroxy-prolinamide alcohol with different noncovalent coordination sites in asymmetric Michael and direct aldol reactions

被引：39

作者：

Okuyama, Yuko ^{[1
]}

Nakano, Hiroto ^{[1
]}

Watanabe, Yuki ^{[1
]}

Makabe, Mika ^{[1
]}

Takeshita, Mitsuhiro ^{[1
]}

Uwai, Koji ^{[1
]}

Kabuto, Chizuko ^{[2
]}

Kwon, Eunsang ^{[2
]}

机构：

[1] Tohoku Pharmaceut Univ, Dept Organ React Chem, Aoba Ku, Sendai, Miyagi 9818558, Japan

[2] Tohoku Univ, Grad Sch Sci, Res & Analyt Ctr Giant Mol, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 02期

关键词：

Organocatalyst; 4-Hydroxy-prolinamide alcohol; Michael reaction; Aldol reaction; DFT calculations; EFFICIENT ORGANOCATALYSTS; AQUEOUS-MEDIA; ALDEHYDES; PROLINE; ACID; NITROALKENES; WATER; NITROOLEFINS; ADDITIONS; KETONES;

D O I：

10.1016/j.tetlet.2008.10.122

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Hydroxy-prolinamide alcohol with different noncoordination sites as a molecule showed excellent asymmetric catalytic activity in both the Michael reaction (up to 98% ee) and the direct aldol reaction (up to >99% ee), and the catalyzing reactions with high enantioselectivity are supported by a DFT theoretical study of their transition state. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：193 / 197

页数：5

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