CONVERSION OF SANDARACOPIMARIC ACID INTO AN ANDROSTANE ANALOG STEROID

被引:14
作者
ABAD, A
AGULLO, C
ARNO, M
DOMINGO, LR
ZARAGOZA, RJ
机构
[1] Departamento de Quimica Organica, Universidad de Valencia, Valencia, Dr. Moliner 50
关键词
D O I
10.1021/jo00295a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conversion of the diterpenoid resin acid, sandaracopimaric acid la, into a tetracyclic system of steroid is described. Key steps for the construction of the D ring are reductive nucleophilic acylation of ketone 5 and intramolecular aldol condensation of keto aldehyde 10. Various unsuccessful attempted methods for achieving the one-carbon homologation of the C-14 carbonyl group of 5 are described. © 1990, American Chemical Society. All rights reserved.
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页码:2369 / 2373
页数:5
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