Recent Advances in Catalytic Systems for the Mechanistically Complex Morita–Baylis–Hillman Reaction

Since its discovery in the late 1960s, the Morita–Baylis–Hillman (MBH) reaction has remained a powerful carbon–carbon σ-bond-forming transformation, producing small polyfunctionalized molecules. While commonly catalyzed by Lewis basic organic molecules such as tertiary amines and phosphines, several...

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Published inACS catalysis Vol. 13; no. 6; pp. 3864 - 3895
Main Authors Santos, Hugo, Zeoly, Lucas A., Rodrigues, Manoel T., Fernandes, Fábio S., Gomes, Ralph C., Almeida, Wanda P., Coelho, Fernando
Format Journal Article
LanguageEnglish
Published American Chemical Society 17.03.2023
Subjects
Lewis acid
organocatalysis
enzyme
multicatalysis
Morita−Baylis−Hillman
Lewis base
enzymatic catalysis
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ISSN2155-5435
2155-5435
DOI10.1021/acscatal.2c06420

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Summary:Since its discovery in the late 1960s, the Morita–Baylis–Hillman (MBH) reaction has remained a powerful carbon–carbon σ-bond-forming transformation, producing small polyfunctionalized molecules. While commonly catalyzed by Lewis basic organic molecules such as tertiary amines and phosphines, several advances in functional catalysts and reaction conditions have been made in order to improve the reaction rate, substrate scope, and enantioselectivity. The goal of this Review is to give an updated summary of the main improvements made in catalytic systems for the MBH reaction over the past decade until nowadays. We hope this account will instigate further investigations in order to circumvent the remaining challenges of this fascinating transformation.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.2c06420