Radical-based asymmetric synthesis:: An iterative approach to 1, 3, 5, ... (2n+1) polyols

被引：15

作者：

Garner, P ^{[1
]}

Anderson, JT ^{[1
]}

机构：

[1] Case Western Reserve Univ, Dept Chem, Cleveland, OH 44106 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 07期

关键词：

D O I：

10.1021/ol990188v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A conceptually novel approach to 1, 3, 5,... (2n + 1) polyols based on iterative stereocontrolled homologation of chiral hydroxyalkyl radicals is reported. Starting from cx keto ester precursors, the general sequence of (1) ketone reduction, (2) auxiliary attachment, (3) saponification, (4) Barton esterification, and (5) radical addition provided the two-carbon homologue in 70-80% overall yield, The simplicity and generality of this iterative strategy for 1, 3, 5,... (2n + 1) polyol synthesis suggests an attractive alternative for the preparation of molecules containing this structural motif.

引用

页码：1057 / 1059

页数：3

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