ASYMMETRIC METHYLENE TRANSFER-REACTIONS-I - ASYMMETRIC-SYNTHESIS OF OXIRANES FROM CARBONYL-COMPOUNDS BY METHYLENE TRANSFER-REACTION USING CHIRAL S-METHYL-S-NEOMENTHYL-N-TOSYL SULFOXIMINES

Authors
TAJ SS SOMAN R
Citation
Ss. Taj et R. Soman, ASYMMETRIC METHYLENE TRANSFER-REACTIONS-I - ASYMMETRIC-SYNTHESIS OF OXIRANES FROM CARBONYL-COMPOUNDS BY METHYLENE TRANSFER-REACTION USING CHIRAL S-METHYL-S-NEOMENTHYL-N-TOSYL SULFOXIMINES, Tetrahedron : asymmetry, 5(8), 1994, pp. 1513-1518
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
8
Year of publication
1994
Pages
1513 - 1518
Database
ISI
SICI code
0957-4166(1994)5:8<1513:AMT-AO>2.0.ZU;2-I
Abstract
The use of ylides prepared from (-)-S-methyl-S-neomenthyl-N-tosyl sulf oximine, 10a, and its epimer at sulfur, 10b, as methylene transfer rea gents for the conversion of prochiral carbonyl compounds to oxiranes h as yielded chiral oxiranes with 56-86% enantiomeric excess.