Journal
CHEMICAL COMMUNICATIONS
Volume 48, Issue 37, Pages 4495-4497Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc30399j
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- Centre National de la Recherche Scientifique (CNRS)
- Universite Paul Sabatier (UPS)
- Ministry of Ciencia e Innovacion of Spain
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Phosphine-boronates R2P(o-C6H4)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 beta-phosphonium enolate, substantiate the role of the Lewis acidic moiety in the catalytic process.
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