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
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.
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页码:1945 / 1948
页数:4
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