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Pd‐Catalyzed Enantiodivergent and Regiospecific phospha‐Michael Addition of Diphenylphosphine to 4‐oxo‐Enamides: Efficient Access to Chiral Phosphinocarboxamides and Their Analogues
Authors:Renta Jonathan Chew  Xi‐Rui Li  Dr Yongxin Li  Dr Sumod A Pullarkat  Prof Dr Pak‐Hing Leung
Institution:Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 637371 Singapore (Singapore)
Abstract:The palladacycle‐catalyzed asymmetric P?H addition of 4‐oxo‐enamides has been developed, which provides efficient access to phosphinocarboxamides and their analogues. Solvent‐mediated reversal of stereoselectivity (ee from +96 % to ?92 %) was observed, and the underlying mechanism that allows facile access to both enantiomers of the product by judicious choice of solvents is revealed.
Keywords:asymmetric catalysis  enantiodivergence  hydrophosphination  palladium  phosphine ligands
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