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Synthesis 1995; 1995(10): 1245-1247
DOI: 10.1055/s-1995-4085
short paper
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New Nitrogen Derivatives of Steroids by Regioselective Reactions of 3-Thioxoandrosta-1,4-dien-17-one

K. Wagner, D. Weiß* , R. Beckert
  • *Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstraße 10, D-07743 Jena, Germany
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Publikationsdatum:
31. Dezember 2000 (online)

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A very efficient and regiospecific synthesis of androsta-1,4-diene-3,17-dione 3-hydrazone from 3-thioxoandrosta-1,4-dien-17-one is described. The selectivity of the α,β-unsaturated thioketone towards various N-nucleophiles is investigated.

steroids - α,β-unsaturated thioketones - N-nucleophiles - regioselectivity