Stereoselective Synthesis of Polysubstituted Alkenes through a Phosphine‐Mediated Three‐Component System of Aldehydes, α‐Halo Carbonyl Compounds,and Terminal Alkenes
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China), Fax: (+86)?0551‐3601592
Abstract:
Geometrical control : PPh3 and methyl acrylate (or acrylamide) are able to mediate the one‐pot Wittig reaction of aldehydes with α‐halo carbonyl compounds for the synthesis of 1,2‐disubstituted and trisubstituted alkenes in an excellent stereoselective fashion. Furthermore, the first one‐pot, three‐component reaction of aldehydes, α‐halo acetates, and terminal alkenes has been developed in the presence of PPh3 to produce trisubstituted alkenes with excellent E selectivity (see scheme).
