THE CYCLIZATION ROUTE TO THE CALCITRIOL A-RING - A FORMAL SYNTHESIS OF (+)-1-ALPHA,25-DIHYDROXYVITAMIN-D(3)

被引：25

作者：

CHEN, C ^{[1
]}

CRICH, D ^{[1
]}

机构：

[1] UNIV ILLINOIS,DEPT CHEM,M-C 111,801 W TAYLOR ST,CHICAGO,IL 60607

来源：

TETRAHEDRON | 1993年 / 49卷 / 36期

关键词：

D O I：

10.1016/S0040-4020(01)88018-2

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 1alpha,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：7943 / 7954

页数：12

共 60 条

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