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Über Steroide und Sexualhormone. 225. Mitteilung. UV.‐Bestrahlung von 11‐Oxo‐Steroiden II Die Darstellung von Δ 4 ‐ und Delta; 5 ‐11β, 19‐Cyclo‐pregnen‐ sowie 5β‐11β, 19‐Cyclo‐ und 5, 19‐Cyclo‐pregnan‐Verbindungen
Author(s) -
Heller M. S.,
Wehrli H.,
Schaffner K.,
Jeger O.
Publication year - 1962
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.19620450423
Subject(s) - chemistry , medicinal chemistry , stereochemistry
1 In analogy to the previously described photochemical isomerisation of 3,20‐diethylenedioxy‐11‐oxo‐5 α‐pregnane (I → II) the UV.‐irradiation of the Δ 5 ‐ and 5β‐11‐oxo‐steroids III and XXII gives rise to the 11 α‐hydroxy‐11, 19‐cyclo derivatives IV and XXIII, respectively. The observed yields of these tertiary cyclobutanol products decrease in the order II > IV > XXIII. The possible significance of these structure‐dependent rate differences is discussed.