1,2-STEREOINDUCTION IN RADICALS AND ANIONS - A COMPARISON BETWEEN HYDROGEN ABSTRACTION AND PROTONATION

被引：55

作者：

ERDMANN, P ^{[1
]}

SCHAFER, J ^{[1
]}

SPRINGER, R ^{[1
]}

ZEITZ, HG ^{[1
]}

GIESE, B ^{[1
]}

机构：

[1] UNIV BASEL,DEPT CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1992年 / 75卷 / 02期

关键词：

D O I：

10.1002/hlca.19920750219

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral enolates 5 and 10, generated by radical addition and subsequent reduction, show diastereofacial selectivity during protonation. In the presence of substituted amines, diastereoselectivity is enhanced and becomes comparable to radical stereoselection. Diastereoselectivities up to 99:1 and yields up to 90% are reached.

引用

页码：638 / 644

页数：7

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