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Cyclohexene-sulfur bichloride adducts.: Stereochemical considerations.
Authors:Genrich A Tolstikov  NN Novitskaya  RG Kantyukova  LV Spirikhin  Nicolai S Zefirov  Vladimir A Palyulin
Institution:Institute of Chemistry, Bashkir Branch of Acad. Sci. USSR, Ufa, U.S.S.R.;Department of Chemistry, Moscow State University, Moscow 117234, U.S.S.R.
Abstract:The reaction of sulfur dichloride with cyclohexene produces two isomeric trans-adducts of meso and dl configurations. Derivatives of both series have been obtained and configurations have been assigned by means of pseudoasymmetry. General principles for the conformational analysis of systems which contain two inverting 6-membered rings have been discussed and the positions of conformational equilibria have been evaluated. The new conformational effect-stabilization of “heteroconformer”—has been found in the case of dl-bis(2-chlorocyclohexyl) sulfoxide.
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