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Photochemische Reaktionen 29. Mitteilung [1] Zum Mechanismus der photochemischen Umlagerung von 3‐Oxo‐4,5‐oxido‐Steroiden (Vorläufige Mitteilung)
Author(s) -
Wehrli H.,
Lehmann C.,
Schaffner K.,
Jeger O.
Publication year - 1964
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.19640470528
Subject(s) - chemistry , stereospecificity , medicinal chemistry , stereochemistry , organic chemistry , catalysis
3‐Oxo‐4,5‐oxido‐10β‐steroids have previously been shown to rearrange photolytically to the corresponding 3,5‐dioxo‐10(5 → 4)‐ abeo compounds (cf. a, b → c ). According to the present findings, the 10α‐testosterone oxide 4 gives specifically the l0α‐product 5 and the stereoisomeric 4‐methyl‐testosterone oxides 8 and 10 undergo stereospecific rearrangements to the products 11 and 12 respectively.