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

Autor: Lemmerer, Miran, Riomet, Margaux, Meyrelles, Ricardo, Maryasin, Boris, González, Leticia, Maulide, Nuno
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Zdroj: Angewandte Chemie International Edition; 3/7/2022, Vol. 61 Issue 11, p1-6, 6p
Abstrakt: 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index