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Article Dans Une Revue Chemical Communications Année : 2012

Phosphine-boronates: efficient bifunctional organocatalysts for Michael addition.

Résumé

Phosphine-boronates R(2)P(o-C(6)H(4))B(OR')(2) have been evaluated as bifunctional organocatalysts for the Michael addition of malonate pronucleophiles to methylvinylketone. The presence of the Lewis acidic boron center adjacent to phosphorus significantly improves catalytic performance. Isolation and complete characterization of a key intermediate, namely a β-phosphonium enolate, substantiate the role of the Lewis acidic moiety in the catalytic process.

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Catalyse
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Dates et versions

hal-00877347 , version 1 (28-10-2013)

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Citer

Olivier Baslé, Susana Porcel, Sonia Ladeira, Ghenwa Bouhadir, Didier Bourissou. Phosphine-boronates: efficient bifunctional organocatalysts for Michael addition.. Chemical Communications, 2012, 48 (37), pp.4495-7. ⟨10.1039/c2cc30399j⟩. ⟨hal-00877347⟩
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