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A Mild Dihydrobenzooxaphosphole Oxazoline/Iridium Catalytic System for Asymmetric Hydrogenation of Unfunctionalized Dialins
Authors:Dr. Bo Qu  Dr. Lalith P. Samankumara  Dr. Shengli Ma  Dr. Keith R. Fandrick  Dr. Jean‐Nicolas Desrosiers  Dr. Sonia Rodriguez  Dr. Zhibin Li  Dr. Nizar Haddad  Dr. Zhengxu S. Han  Keith McKellop  Scott Pennino  Dr. Nelu Grinberg  Dr. Nina C. Gonnella  Dr. Jinhua J. Song  Dr. Chris H. Senanayake
Affiliation:Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc. 900 Ridgebury Road, Ridgefield, CT 06877‐0368 (USA)
Abstract:Air‐stable P‐chiral dihydrobenzooxaphosphole oxazoline ligands were designed and synthesized. When they were used in the iridium‐catalyzed asymmetric hydrogenation of unfunctionalized 1‐aryl‐3,4‐dihydronaphthalenes under one atmosphere pressure of H2, up to 99:1 e.r. was obtained. High enantioselectivities were also observed in the reduction of the exocyclic imine derivatives of 1‐tetralones.
Keywords:asymmetric catalysis  imines  iridium  P,N   ligands  reduction
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