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Zum stereochemischen Verlauf der Michael ‐Addition. Über Synthesen in der Aldosteron‐Reihe III; Über Steroide, 145. Mitteilung
Author(s) -
Wettstein A.,
Heusler K.,
Ueberwasser H.,
Wieland P.
Publication year - 1957
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.19570400210
Subject(s) - chemistry , medicinal chemistry , yield (engineering) , metallurgy , materials science
The Michael addition of methylvinylketone to β‐dicarbonyl compounds prepared from d, l‐Δ 8a ‐1‐oxo‐4β‐hydroxy‐4bβ‐methyl‐7‐ethyl‐enedioxy‐4aα, 10aβ‐dodecahydro‐phenanthrene (Ia) and from the corresponding 1,4‐diketone I c has been investigated. Thus from the 2‐alkoxyoxalyl compounds III, IVa and b the 2α‐alkoxyoxalyl‐2 β‐ (γ‐oxo‐butyl) derivatives Va, Vb and VIa were obtained in excellent yield.