Pd-catalyzed enantiodivergent and regiospecific phospha-michael addition of diphenylphosphine to 4-oxo-enamides : efficient access to chiral phosphinocarboxamides and their analogues

• Main Authors: Chew, Renta Jonathan, Li, Xi-Rui, Li, Yongxin, Pullarkat, Appukuttan Sumod, Leung, Pak-Hing
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2015
• Subjects: DRNTU::Science::Chemistry
• Online Access: https://hdl.handle.net/10356/106877; http://hdl.handle.net/10220/25190; http://dx.doi.org/10.1002/chem.201406298
• Institution: Nanyang Technological University

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...