Catalytic Asymmetric Intermolecular Stetter Reaction of Heterocyclic Aldehydes with Nitroalkenes: Backbone Fluorination Improves Selectivity

摘要

The Stetter reaction utilizes the Umpolung reactivity of aldehydes, the inversion of their normal mode of reactivity, to give rise to acyl-anion equivalents capable of participating in 1,4-conjugate additions with a variety of Michael acceptors. Following a seminal report by Enders on the asymmetric version, our group has reported extensive investigation on the asymmetric intramolecular Stetter reaction. Although the intramolecular version of this reaction has been rendered highly enantioselective, advances in the asymmetric intermolecular reaction have only recently been reported.