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Enantioselective, Palladium-Catalyzed α-Arylation of N-Boc-pyrrolidine

Kevin R. Campos,* Artis Klapars, Jacob H. Waldman, Peter G. Dormer and Cheng-yi Chen

*Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, Email:

K. R. Campos, A. Klapars, J. H. Waldman, P. G. Dormer, C.-Y. Chen, J. Am. Chem. Soc., 2006, 128, 3538-3539.

DOI: 10.1021/ja0605265 (free Supporting Information)


An enantioselective Pd-catalyzed α-arylation of N-Boc-pyrrolidine, which relies on Beak's sparteine-mediated, enantioselective deprotonation of N-Boc-pyrrolidine, forms a broad range of 2-aryl-N-Boc-pyrrolidines in high enantiomeric ratio.

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Key Words

Negishi Coupling, Pyrrolidines

ID: J48-Y2006-1680