Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 16, Pages 6925-6930Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo201073y
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- CNRS
- F. Hoffmann-La Roche AG
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A Rh-based catalytic system implying electron-poor MeOBIPHEP analogues has been developed for the 1,4-addition of boronic acids to maleimides and enones under mild conditions at room temperature and led to succinimide derivatives and arylated cyclic ketones in good to excellent yields and ee. We uncovered the crucial role of the electronic and steric properties of diphosphine ligand and observed a strong boronic acid/ligand dependency in the case of maleimide derivatives and substrate/ligand matching in the case of cyclic enones.
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