Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

Organic letters (2009-12-03)

Wenjun Tang, Bo Qu, Andrew G Capacci, Sonia Rodriguez, Xudong Wei, Nizar Haddad, Bikashandarkoil Narayanan, Shengli Ma, Nelu Grinberg, Nathan K Yee, Dhileep Krishnamurthy, Chris H Senanayake

PMID19950894

ABSTRAKT

A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).