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Steroide und Sexualhormone. 235. Mitteilung [1] Über eine neue ergiebige Synthese von A‐nor‐Testosteron und dessen 6‐Dehydro‐Derivat sowie von 7β‐Methyl‐A‐nor‐testosteron
Author(s) -
Pfister J.,
Lehmann [] C.,
Wehrli H.
Publication year - 1968
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.19680510702
Subject(s) - chemistry , stereochemistry , yield (engineering) , metallurgy , materials science
A novel synthetic approach to 2‐oxo‐Δ 3 ‐A‐nor‐steroids is described. The photochemical ring contraction of epoxyketones, cf. 4 → 5 , serves as the key step of this procedure, which gives notably higher yields than the previously published syntheses ( e.g. , overall yield 6 → 10 40%).