PALLADIUM-CATALYZED COUPLING OF VINYL TRIFLATES WITH ENYNES AND ITS APPLICATION TO THE SYNTHESIS OF 1-ALPHA,25-DIHYDROXYVITAMIN-D3

被引：88

作者：

MASCARENAS, JL ^{[1
]}

SARANDESES, LA ^{[1
]}

CASTEDO, L ^{[1
]}

MOURINO, A ^{[1
]}

机构：

[1] CSIC, SECC ALCALOIDES, E-15706 SANTIAGO, SPAIN

来源：

TETRAHEDRON | 1991年 / 47卷 / 20-21期

关键词：

D O I：

10.1016/S0040-4020(01)86410-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a general approach, based on the palladium-catalysed coupling of enynes with vinyl triflates, for the construction of dienynes related to vitamin D metabolites and analogues. As an application of this method, an efficient convergent synthesis of 1-alpha,25-dihydroxyvitamin D3 starting from the Inhoffen-Lythgoe diol (6a) and natural carvones has been carried out (11 steps, 28% overall yield from 6a). This strategy allows labelling of the side chain in the final steps of the synthesis.

引用

页码：3485 / 3498

页数：14

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