STEREOSELECTIVE OPENING OF ACETALS DERIVED FROM DIMETHYL TARTRATE

被引：6

作者：

GUINDON, Y ^{[1
]}

SIMONEAU, B ^{[1
]}

YOAKIM, C ^{[1
]}

GORYS, V ^{[1
]}

LEMIEUX, R ^{[1
]}

OGILVIE, W ^{[1
]}

机构：

[1] UNIV MONTREAL,DEPT CHEM,MONTREAL H3C 3J7,QUEBEC,CANADA

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 40期

关键词：

D O I：

10.1016/0040-4039(91)80056-C

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acetals of dimethyl tartrate can be used to prepare optically active secondary alcohols from the corresponding aldehydes. The key step involves treatment of the acetals with dialkylboron bromides and higher order cuprates. The process involves an unusual mechanism and produces diastereoselectivities up to 82:1.

引用

页码：5453 / 5456

页数：4

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