Neighboring group participation in 12,20-dioxopregnanes

被引：0
|
作者：
Matyas, Libor [1 ]
Pohl, Radek [1 ]
Kasal, Alexander [1 ]
机构：
[1] Acad Sci Czech Republic, Inst Organ Chem & Biochem, Prague 16610 6, Czech Republic
来源：
NATURAL PRODUCT COMMUNICATIONS | 2007年 / 2卷 / 11期
关键词：
3; beta-Hydroxy-12; alpha; 21-cyclo-12; beta; 21-methano-5; 17; alpha-pregnan-20-one; 12,20-dioxo-5 alpha-pregnan-3 beta-yl acetate; 3 beta-hydroxy-12,21-cyclo-5 alpha-pregn-12(21)-en-20-one; DMSO; tert-BuOH;
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
12,20-Dioxo-5 alpha-pregnan-3 beta-yl acetate, obtained from hecogenin, was treated with NaH in DMSO to yield the bridged cyclopropano ketone, 3 beta-hydroxy-12 alpha,21-cyclo-12 beta,21-methano-5 alpha,17 alpha-pregnan-20-one. In tert-BuOH the reaction leads to 3 beta-hydroxy-12,21-cyclo-5 alpha,-pregn-12,21-en-20-one. Experimental data prove that the new methylene group of the cyclopropane ring came from DMSO.
引用
收藏
页码：1091 / 1094
页数：4
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