Asymmetric Horner-Wadsworth-Emmons Reactions with Meso-Dialdehydes: Scope, Mechanism, and Synthetic Applications

摘要

Asymmetric Horner-Wadsworth-Emmons reactions between chiral phosphonate reagents and various meso-dialdehydes have been investigated. A mechanistic model useful for rationalizing the experimentally observed stereoselectivities is presented. Furthermore, strategies for applying these reactions to the stereocontrolled preparation of chiral heterocyclic building blocks have been developed.