A facile total synthesis of drospirenone isomers containing 14β-hydrogen configuration

被引:3
作者
Wan, Wen [1 ]
Ma, Guobin [1 ]
Gao, Wei [1 ]
Wang, Jing [1 ]
Li, Lei [1 ]
Rao, Shangqin [1 ]
Zheng, Chunfang [1 ]
Jiang, Haizhen [1 ]
Deng, Hongmei [2 ]
Hao, Jian [1 ,3 ]
机构
[1] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China
[2] Shanghai Univ, Lab Microstruct, Shanghai, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Inst Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
SPONGE CLATHRIA-LISSOSCLERA; STEREOCHEMICAL COURSE; CATALYTIC REDUCTION; GAMMA-LACTONES; PROGESTOGEN; STEROIDS; DERIVATIVES; HYDROLYSIS;
D O I
10.1039/c3ob41211c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile strategy for the preparation of two isomeric drospirenones 13 and 16 possessing a 14 beta-hydrogen was developed, using 3 beta-hydroxyandrost-5-en-17-one as the starting material. The total synthetic route involves eight steps, giving 2% overall yield. The structures of the main compounds 11, 13, 14 and 16 were determined by single crystal XRD analysis.
引用
收藏
页码:6597 / 6603
页数:7
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