Palladacycle catalyzed asymmetric P-H addition of diarylphosphines to N-enoyl phthalimides

• Main Authors: Chew, Renta Jonathan, Lu, Yunpeng, Jia, Yu-Xiang, Li, Bin-Bin, Wong, Esther Hui Yen, Goh, Rosanne, Li, Yongxin, Huang, Yinhua, Pullarkat, Sumod Appukuttan, Leung, Pak-Hing
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry::Organic chemistry
• Online Access: https://hdl.handle.net/10356/103605; http://hdl.handle.net/10220/24566
• Institution: Nanyang Technological University

The first asymmetric phospha-Michael addition of diarylphosphines to N-enoyl phthalimides has been developed in the presence of a chiral palladacycle catalyst. A library of free chiral tertiary phosphine adducts were directly obtained with excellent yields and enantioselectivities. Products can be subsequently functionalized to afford β-phosphinoamides, the direct preparation of which from cinnamides has been notoriously challenging.