DIASTEREOSELECTIVE ANTIALDOL REACTIONS OF CHIRAL ETHYL KETONES - ENANTIOSELECTIVE PROCESSES FOR THE SYNTHESIS OF POLYPROPIONATE NATURAL-PRODUCTS

被引：162

作者：

EVANS, DA

NG, HP

CLARK, JS

RIEGER, DL

机构：

[1] Department of Chemistry, Harvard University, Cambridge, MA

来源：

TETRAHEDRON | 1992年 / 48卷 / 11期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

STEREOSELECTIVE ANTI ALDOL REACTIONS; BETA-KETO IMIDES; (E) BORON ENOLATES; POLYPROPIONATE SYNTHESIS;

D O I：

10.1016/S0040-4020(01)88879-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diastereoselective anti aldol reactions of the beta-keto imide 3a, the related ethyl ketone 20b, and its diastereomer 22b have been studied. In these aldol reactions, the chiral ethyl ketones 3a and 20b were found to exhibit the opposite sense of asymmetric induction in the analogous anti aldol bond constructions from the derived (E) boron enolates. The relevance of this study to the synthesis of polypropionate natural products is discussed.

引用

页码：2127 / 2142

页数：16

共 33 条

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