Development of New P-Chiral P,π-Dihydrobenzooxaphosphole Hybrid Ligands for Asymmetric Catalysis
Joshua D. Sieber*, Divya Chennamadhavuni, Keith R. Fandrick, Bo Qu, Zhengxu S. Han, Jolaine Savoie, Shengli Ma, Lalith P. Samankumara, Nelu Grinberg, Heewon Lee, Jinhua J. Song, and Chris H. Senanayake
*Department of Chemical Development, Boehringer Ingelheim
Phamaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut
06877-0368, United States, Email: joshua.sieber
boehringer-ingelheim.com
J. D. Sieber, D. Chennamadhavuni, K. R. Fandrick, B. Qu, Z. S. Han, J. Savoie, S. Ma, L. P. Samankumara, N. Grinberg, H. Lee, J. J. Song, C. H. Senanayake, Org. Lett., 2014, 16, 5494-5497.
DOI: 10.1021/ol5027798
Abstract
P-chiral P,π-hybrid ligands are both sterically and electronically tunable at the substituents on the phosphorus atom and the π-system of the ligand. Catalytic asymmetric addition of boronic acids to imines proceeds with high levels of enantioinduction in the presence of these ligands.
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Key Words
ID: J54-Y2014
