S. Otten et al., Synthesis and structural characterization of enantiopure camphor-based di-, tri- and tetrasulfides, HETEROCYCLE, 51(3), 1999, pp. 505-512
The dithiane (6) was synthesized by bromine oxidation of the dithiol (5), d
espite the significant steric strain in the pentacyclic system. In the pres
ence of elemental sulfur the oxidation of 5 gave selectively the 1,2,3-trit
hiacycloheptane (7), while from the diastereomeric dithiol (4) under the sa
me conditions the 1,2,3,4-tetrathiacyclooctane (8) was obtained in good yie
ld. The geometry of the molecules was determined by X-Ray analysis.