Über Steroide. 113. Mitteilung. Zur Herstellung von 11‐Keto‐Derivaten aus im Ring C unsubstituierten Steroiden | Zendy

Heusler K. | Zendy; Wettstein A. | Zendy

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Über Steroide. 113. Mitteilung. Zur Herstellung von 11‐Keto‐Derivaten aus im Ring C unsubstituierten Steroiden

Author(s) -

Heusler K.,

Wettstein A.

Publication year - 1953

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.19530360209

Subject(s) - chemistry , androstane , stereochemistry , isomerization , ring (chemistry) , organic chemistry , catalysis

A study of the transformation of Δ 7 ‐9, 11α‐oxidosteroids into Δ 8 ‐11‐ketosteroids leads to a new two‐step process giving excellent yields. Thus Δ 8 ‐11‐ketones of the ergostane, androstane and, for the first time, also of the cholestane series are prepared. Δ 7 ‐11‐ketosteroids appear as intermediates which, according to their reactions, seem to belong to the 9β‐series. On the basis of this observation a reaction mechanism for the isomerisation of epoxides into ketones is presented.

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