Stereoselective synthesis and properties of bay-region episulfides of benzo[a]pyrenes

Authors
Zoller, U Yagi, H Jerina, DM
Citation
U. Zoller et al., Stereoselective synthesis and properties of bay-region episulfides of benzo[a]pyrenes, PHOSPHOR SU, 153, 1999, pp. 307-308
Citations number
5
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
153
Year of publication
1999
Pages
307 - 308
Database
ISI
SICI code
1042-6507(1999)153:<307:SSAPOB>2.0.ZU;2-A
Abstract
The bay-region diol episulfides of benzo[a]pyrene (BaP), DES-1 (1b) and DES -2 (2b), were stereoselectively synthesized from the diol epoxides DE-2 (2a ) and DE-1 (la) respectively, apparently via the intermediacy of a five-mem bered 1,3-oxythiolane 4. The DESs are thermodynamically unstable (desulfuri zation), but remarkably stable under hydrolytic conditions.