OPTICALLY-ACTIVE ALLYLIC TIN REAGENT AS AN ENANTIO-DIVERGENT SYNTHON OF ISOPRENOIDS VIA REMOTE AND DIVERGENT ASYMMETRIC INDUCTION

被引：25

作者：

NISHIGAICHI, Y

KURAMOTO, H

TAKUWA, A

机构：

[1] Department of Chemistry, Faculty of Science, Shimane University, Matsue

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 19期

关键词：

D O I：

10.1016/0040-4039(95)00539-O

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-2-(1-Hydroxymethyl)allyltin (1a) can be prepared in high enantiomeric purity. When its methylated and acetylated derivatives are allowed to add to aldehydes with the help of i-PrOTiCl3 and SnCl4, syn- and anti-homoallylic alcohols are stereoselectively obtained, respectively, via 1,4-asymmetric induction. These reactions are applied to the synthesis of the both enantiomers of a pheromone constituent, ipsenol, from a single enantiomer of 1a.

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页码：3353 / 3356

页数：4

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