A Novel Chiral Aliphatic-Aromatic Diamine Promoted Direct, Highly Enantio- and Diastereoselective Michael Addition of Cyclohexanone to Nitroolefins Under Solvent-Free Conditions

被引：10

作者：

Miao, Shifeng ^{[1
]}

Bai, Jinjin ^{[1
]}

Yang, Jin ^{[1
]}

Zhang, Yawen ^{[1
]}

机构：

[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

来源：

CHIRALITY | 2010年 / 22卷 / 09期

关键词：

aliphatic-aromatic diamine; asymmetric; Michael addition; nitroolefin; solvent free; ASYMMETRIC-SYNTHESIS; CYCLIC-KETONES; PYRROLIDINE-THIOUREA; ALDEHYDES; ORGANOCATALYSTS; PROLINE; CATALYSTS; DESIGN; ALDOL; WATER;

D O I：

10.1002/chir.20847

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of new highly efficient chiral aliphatic-aromatic diamine catalysts have been designed and successfully applied to the asymmetric Michael addition of cyclohexanone with nitroolefins under solvent-free conditions without any acidic additives. The desired adducts were obtained in high yields with excellent enantio-and diastereoselectivities of syn products (up to >99% ee, >99:1 dr). Chirality 22:855-862, 2010. (C) 2010 Wiley-Liss, Inc.

引用

页码：855 / 862

页数：8

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