Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-substituted alpha,beta-unsaturated carboxylic acid esters: an efficient enantioselective synthesis of beta-aryl-gamma-amino acids.

Abstract

A series of chiral beta-aryl-gamma-amino acid ester derivatives were synthesized in high enantioselectivities (93-97% ee) via the Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-alpha,beta-unsaturated carboxylic acid esters using highly modular chiral BoPhoz-type phosphine-aminophosphine ligands. The method has been applied successfully to the synthesis of several chiral pharmaceuticals including (R)-baclofen and (R)-rolipram with high enantioselectivities.

Cite this paper

@article{Deng2007RhcatalyzedAH, title={Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-substituted alpha,beta-unsaturated carboxylic acid esters: an efficient enantioselective synthesis of beta-aryl-gamma-amino acids.}, author={Jun Deng and Zheng-Chao Duan and Jia-Di Huang and Xiang-Ping Hu and Dao-Yong Wang and Sai-Bo Yu and Xue-feng Xu and Zhuo Qun Zheng}, journal={Organic letters}, year={2007}, volume={9 23}, pages={4825-8} }