THE FIRST CONVERGENT SYNTHESIS OF 1-ALPHA,24(R)-DIHYDROXYVITAMIN D-3 VIA DIASTEREOSELECTIVE ISOPROPYLATION AND ALKYLATIVE ENYNE CYCLIZATION

被引:16
|
作者
OKAMOTO, M [1 ]
FUJII, T [1 ]
TANAKA, T [1 ]
机构
[1] TEIJIN LTD,CHEM MFG PLANT,IWAKUNI PHARMACEUT FACTORY,IWAKUNI,YAMAGUCHI 740,JAPAN
关键词
D O I
10.1016/0040-4020(95)00243-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient covergent synthesis of 1 alpha,24(R)-dihydroxyvitamin D-3 (1) has been achieved using the palladium-catalyzed alkylative enyne cyclization reaction. This is the first example of the convergent coupling procedure to synthesize 1 alpha,24(R)-dihydroxyvitamin D-3 (1). The CD-ring synthons were successfully obtained via the diastereoselective addition of diisopropylzinc to CD-ring 24-aldehyde precursors in the presence of a chiral beta-amino alcohol with high diastereoselectivities
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页码:5543 / 5556
页数:14
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