Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael Addition Reactions of Aldehydes with Nitroolefins

被引：0

作者：

Omar, Emmy M. ^{[2
]}

Dhungana, Kritanjali ^{[1
]}

Headley, Allan D. ^{[1
]}

Rahman, Mohd Basyaruddin Abdul ^{[2
]}

机构：

[1] Texas A&M Univ, Dept Chem, Commerce, TX 75429 USA

[2] Univ Putra Malaysia, Dept Chem, Fac Sci, Upm Serdang 43400, Selangor, Malaysia

来源：

LETTERS IN ORGANIC CHEMISTRY | 2011年 / 8卷 / 03期

关键词：

Aldehydes; asymmetric catalysis; ionic liquid; michael addition; nitroolefins; EFFICIENT ORGANOCATALYSTS; CONJUGATE ADDITION; KETONES; CATALYSTS; NITROALKENES; STRATEGY; PROLINE;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A class of ionic liquid supported (ILS) (S)-pyrrolidine sulfonamide organocatalyst (1c), which was developed earlier in our lab, has been applied to a wider range of Michael addition reaction, involving various aryl-substituted nitroolefins and a series of aldehydes. Catalyst 1c catalyzes Michael additions in which only 2 equivalents of aldehydes to each equivalent of nitroolefin are required. With 10 mol% of ILS catalyst 1c loading, moderate to excellent yields (51-98%) with moderate enantioselectivities (28-83% ee) and high diastereoselectivities (syn/anti ratio up to 97/3) were obtained. Moreover, the catalyst 1c could be easily recycled and reused for at least 5 times with slightly reduced activities.

引用

页码：170 / 175

页数：6

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