Stereoselective synthesis of tetra-substituted olefins via addition of zinc enolates to unactivated alkynes

被引：40

作者：

Nakamura, M ^{[1
]}

Fujimoto, T

Endo, K

Nakamura, E

机构：

[1] Japan Sci & Technol Agcy, PRESTO, Kawaguchi, Saitama 3320012, Japan

[2] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 26期

关键词：

D O I：

10.1021/ol048131i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[Graphics] In the presence of a stoichiometric or catalytic amount of diethylzinc, a beta-aminocrotonamide undergoes sequential addition/isomerization reactions with 1-alkyne to produce, upon hydrolysis, an alpha-alkylidene,beta-dicarbonyl compound in a highly stereoselective manner. The method complements the conventional Knoevenagel synthesis of this class of compounds as to the choice of the starting material and the scope and stereochemistry of the product.

引用

页码：4837 / 4840

页数：4

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