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Paper | Regular issue | Vol 51, No. 3, 1999, pp.505-512
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8368
Synthesis and Structural Characterization of Enantiopure Camphor-based Di-, Tri- and Tetrasulfides

Stephan Otten, Roland Fröhlich, and Günter Haufe*

*Organisch-Chemisches Institut, Westfälische Wihelms-Universität Münster, Corrensstrasse 40, D-48149 Münster, Germany

Abstract

The dithiane (6) was synthesized by bromine oxidation of the dithiol (5), despite the significant steric strain in the pentacyclic system. In the presence of elemental sulfur the oxidation of 5 gave selectively the 1,2,3-trithiacycloheptane (7), while from the diastereomeric dithiol (4) under the same conditions the 1,2,3,4-tetrathiacyclooctane (8) was obtained in good yield. The geometry of the molecules was determined by X-Ray analysis.