Steroide. LXIX [1]. Ringschlußreaktionen vicinaler Halogen‐urethane der Steroidreihe
- 1 January 1981
- journal article
- research article
- Published by Wiley in Journal für Praktische Chemie
- Vol. 323 (5) , 801-818
- https://doi.org/10.1002/prac.19813230512
Abstract
Steroids. LXIX. Cyclisation Reactions of Vicinal Substituted Halogen Carbamoyloxy SteroidsVicinal halogen urethanes of the cholestane, androstane and estratriene series react by heating under solvolytic conditions to cyclic carbonates of the corresponding cis‐diols. By heating under basic conditions the same compounds react preferably to 2‐oxazolidinones and if the basic conditions are strong enough by hydrolysis of the oxazolidinones to cis‐amine alcohols too. Connections between the nature of the substituent at the urethane group or the steric arrangement of the vicinal groups on one hand and the reactivity to ring closure on the other hand are presented.Keywords
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