SYNTHESIS OF NEW 10-BETA-PROPARGYLIC AND 11-BETA-ALLENIC STEROIDAL SPIROLACTONES

被引：6

作者：

FARAJ, H ^{[1
]}

AUMELAS, A ^{[1
]}

CLAIRE, M ^{[1
]}

RONDOT, A ^{[1
]}

AUZOU, G ^{[1
]}

机构：

[1] FAC PHARM MONTPELLIER,INSERM,U300,15 AVE CHARLES FLAHAULT,F-34060 MONTPELLIER,FRANCE

来源：

STEROIDS | 1991年 / 56卷 / 11期

关键词：

STEROIDS; SPIROLACTONES; 11-BETA-ALLENYL-3,3-ETHYLENETHIOXY-19-NOR-17-ALPHA-PREGNA-4,9(11); -DIENE-21; CARBOLACTONE; 3,3-ETHYLENETHIOXY-10-BETA-PROPARGYL-19-NOR-17-ALPHA-PREGNA-4,9(11); -DIENE-CARBOLACTONE; 11-ALLENYLATION; 10-PROPARGYLATION; MINERALOCORTICOIDS;

D O I：

10.1016/0039-128X(91)90013-L

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

As part of continuing studies on the synthesis of new, biologically interesting 11-beta-substituted steroidal spirolactones, we describe here the competition between 10-beta-propargylation and 11-beta-allenylation. Grignard addition of allenyl magnesium bromide to an appropriate 5,10-epoxy-9(11)-olefin provides 10-beta-propargylation or 11-beta-allenylation. The role of the catalytic effect of copper chloride and of the solvent is evaluated. Confirmation of the structural assignments of these new 3,3-ethylenethioxy-10-beta-propargyl (or 11-beta-allenyl)-19-nor-17-alpha-pregna-4,9-diene-21,17-carbolactones is reported.

引用

页码：558 / 561

页数：4

共 8 条

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