Synthesis of (2S,1'R,2'R,3'R)-2-(2',3'-dicarboxycyclopropyl)-glycine via the stereochemically controlled cyclopropanation of (S)-glyceraldehyde acetonide-derived enones

Article abstract of DOI:10.1016/S0040-4020(00)00677-3

The reaction of ethyl dimethylsulfonium acetate bromide with aromatic enones 5a or 5b derived from (S)-glyceraldehyde acetonide under the action of DBU provides cyclopropanation products in excellent yield and good diastereoselectivity (10/1). High geomet