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Stereoselective Introduction of Steroid Side Chains. Synthesis of Chenodeoxycholic Acid
Author(s) -
Wovkulich Peter M.,
Batcho Andrew D.,
Uskoković Milan R.
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670229
Subject(s) - chemistry , chenodeoxycholic acid , stereoselectivity , side chain , steroid , androstenedione , acrylate , stereochemistry , organic chemistry , bile acid , biochemistry , catalysis , androgen , polymer , hormone , copolymer
A new short route to chenodeoxycholic acid has been developed. The synthesis is based on the stereoselective introduction of the steroidal side chain via an ene reaction of methyl acrylate and a (17Z)‐ethylidene steroid prepared from androstenedione.