HFIP Mediates a Direct C-C Coupling between Michael Acceptors and Eschenmoser's salt.

ABSTRACT: A direct C-C coupling process that merges Michael acceptors and Eschenmoser's salt is presented. Although reminiscent of the Morita-Baylis-Hillman reaction, this process requires no Lewis base catalyst. The underlying mechanism was unveiled by a combination of kinetic, isotopic labelling experiments as well as computational investigations, which showcased the critical role of HFIP as a superior mediator for proton-transfer events as well as the decisive role of the halide counterion.

SUBMITTER: Lemmerer M 

PROVIDER: S-EPMC9306631 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature