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Steroid Total Synthesis, Part III . 9β, 10α‐Testosterone
Author(s) -
Saucy G.,
Borer R.
Publication year - 1971
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.19710540815
Subject(s) - chemistry , total synthesis , testosterone (patch) , tricyclic , steroid , resolution (logic) , optically active , stereochemistry , asymmetric induction , combinatorial chemistry , enantioselective synthesis , organic chemistry , hormone , endocrinology , biochemistry , catalysis , medicine , artificial intelligence , computer science
The total synthesis of 9β, 10α‐testosterone via a BCD‐tricyclic intermediate is described. The latter compound – 17β‐hydroxy‐des‐A‐androst‐9‐en‐5‐one – was obtained in optically active form by our previously reported scheme, using an efficient resolution step early in the synthesis. New results regarding the asymmetric induction step are also discussed.