Tetrahedron Letters p. 7651 - 7654 (1994)
Update date:2022-08-11
Topics:
Toro, Andras
Pallagi, Istvan
Ambrus, Gabor
A microbial degradation product of natural sterols was converted into traditional precursor of steroid syntheses by a simple sequence. The title isomerization, the key step, was investigated to demonstrate a concerted mechanism, in which a cyclic transition state, involving the oxirane oxygen, the β- and γ-carbon, the γ-proton to be removed and the catalyst coordinated by the carboxylate group, is postulated.
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