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

Article abstract of DOI:10.1016/0957-4166(94)80120-7

The use of ylides prepared from (-)-S-methyl-S-neomenthyl-N-tosyl sulfoximine, 10a, and its epimer at sulfur, 10b, as methylene transfer reagents for the conversion of prochiral carbonyl compounds to oxiranes has yielded chiral oxiranes with 56-86% enantiomeric excess.