Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using triphenylphosphoranylideneketene (the bestmann ylide) and their use in Wittig reactions

摘要

Camphor-derived lactams and other related chiral controllers have been found to react with the Bestmann ylide (triphenyl-phosphoranylideneketene) upon heating in toluene. The resulting parent ylides provide convenient access to a structurally diverse set of chiral stabilized ylides via functionalization. The utility of these chiral ylides for Wittig reactions has been briefly investigated and the effects of alpha-substitution noted.