Direct Asymmetric Michael Addition to Nitroalkenes: Vinylogous Nucleophilicity under Dinuclear Zinc Catalysis

被引：167

作者：

Trost, Barry M. ^{[1
]}

Hitce, Julien ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 13期

基金：

美国国家科学基金会;

关键词：

ENANTIOSELECTIVE ALDOL REACTION; 1,3-DICARBONYL COMPOUNDS; HIGHLY EFFICIENT; COMPLEXES; SCOPE; 2-TRIMETHYLSILYLOXYFURAN; MECHANISM; ALKENES;

D O I：

10.1021/ja809723u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Under dinuclear catalysis, the direct conjugate addition of 2(5H)-furanone to nitroalkenes involves the gamma-position of the nucleophile. The synthetically versatile Michael adducts are prepared in good yields, with high levels of diastereo- and enantioselectivity. A model is presented to rationalize the observed stereoselectivity.

引用

收藏

页码：4572 / +

页数：3

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