Synthesis of D-seco-13α-Androst-5-ene Derivatives |
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Authors: | János Wölfling Ágota Szájli László Vörös Mónika Gáspár Gyula Schneider |
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Institution: | (1) Department of Organic Chemistry, University of Szeged, 6720 Szeged, Hungary |
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Abstract: | Summary. 3β-Hydroxy-16,17-seco-13α-androsta-5,16-dien-17-al was obtained from 3β-acetoxyandrost-5-en-17-one in six steps with a Grob fragmentation as the key step. This seco-steroid, containing a formyl group and an unsaturated side-chain in a sterically favourable cis position, is a useful synthon
for the synthesis of novel heterocycles condensed to the 3β-hydroxy-13α-androst-5-en-17-one skeleton. |
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Keywords: | , 13α,-Androst-5-en-17-one, Chirality, Grob fragmentation, Natural products, Steroids, |
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