SYNTHESIS OF HYDRINDAN DERIVATIVES RELATED TO VITAMIN-D

被引：72

作者：

FERNANDEZ, B

PEREZ, JAM

GRANJA, JR

CASTEDO, L

MOURINO, A

机构：

[1] UNIV SANTIAGO COMPOSTELA, FAC QUIM, DEPT QUIM ORGAN, E-15706 SANTIAGO, SPAIN

[2] UNIV SANTIAGO COMPOSTELA, CSIC, SECC ALCALOIDES, E-15706 SANTIAGO, SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 11期

关键词：

D O I：

10.1021/jo00037a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two independent routes to the CD fragment of vitamin D metabolites and analogues are described. The trans-hydrindanol 4 was synthesized from enedione 5. The key step in this synthesis was the hydroxyl-directed hydrogenation of hydrindenols of type 15 in the presence of Wilkinson's catalyst. The trans-hydrindanone 6 was efficiently prepared by degradation of the Lythgoe-Inhoffen diol (3). Both 4 and 6 are suitable precursors for the preparation of new potentially useful analogues of 1-alpha,25-dihydroxyvitamin D3 that are functionalized at C20, C21, or ring D.

引用

页码：3173 / 3178

页数：6

共 57 条

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