AN ASYMMETRIC-SYNTHESIS OF A 1-ALPHA,25-DIHYDROXYVITAMIN-D3 A-RING SYNTHON

被引：23

作者：

CHEN, C ^{[1
]}

CRICH, D ^{[1
]}

机构：

[1] UNIV ILLINOIS,DEPT CHEM,MC 111,BOX 4348,CHICAGO,IL 60680

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 15期

关键词：

D O I：

10.1016/0040-4039(92)88109-I

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient asymmetric synthesis of the A-ring of 1-alpha,25-dihydroxyvitamin D3 from alpha-bromoacrolein is described. The key steps of the synthesis are the Evans type syn-selective asymmetric aldol reaction of bromoacrolein with the boron enolate of 3-chloroacetyl-4(S)-isopropyl oxazolidinone and ring closure by Heck type reaction of a vinyl bromide onto an alpha,beta-unsaturated ester in the exo-mode.

引用

页码：1945 / 1948

页数：4

共 17 条

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