Synthesis and structural characterization of enantiopure camphor-based di-, tri- and tetrasulfides

Citation
S. Otten et al., Synthesis and structural characterization of enantiopure camphor-based di-, tri- and tetrasulfides, HETEROCYCLE, 51(3), 1999, pp. 505-512
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
51
Issue
3
Year of publication
1999
Pages
505 - 512
Database
ISI
SICI code
0385-5414(19990301)51:3<505:SASCOE>2.0.ZU;2-A
Abstract
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.