Catalytic enantioselective construction of all-carbon quaternary stereocenters: Synthetic and mechanistic studies of the C-acylation of silyl ketene acetals

被引：72

作者：

Mermerian, AH ^{[1
]}

Fu, GC ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 15期

关键词：

D O I：

10.1021/ja043832w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

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页码：5604 / 5607

页数：4

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