Highly stereoselective metal-catalyzed epoxidation of hydroxy vinyl sulfones

Citation
Rf. De La Pradilla et al., Highly stereoselective metal-catalyzed epoxidation of hydroxy vinyl sulfones, J CHEM S P1, (10), 1999, pp. 1247-1249
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
10
Year of publication
1999
Pages
1247 - 1249
Database
ISI
SICI code
0300-922X(19990521):10<1247:HSMEOH>2.0.ZU;2-7
Abstract
Acyclic alpha-hydroxyalkyl alpha,beta-unsaturated sulfoxides undergo oxidat ion at sulfur followed by a highly regio- and stereoselective epoxidation a t the electron deficient alkene by treatment with (BuOOH)-O-t-VO(acac)(2); this methodology allows for an expedient entry into unusual carbohydrate fr agments.