Dynamic Kinetic Resolution of Primary Amines with a Recyclable Pd Nanocatalyst for Racemization

Mahn-Joo Kim*, Won-Hee Kim, Kiwon Han, Yoon Kyung Choi and Jaiwook Park*

*Department of Chemistry, Pohang University of Science and Technology, San-31, Hyojadong, Pohang 790-784, Korea, Email: mjkimpostech.ac.kr, pjwpostech.ac.kr

M.-J. Kim, W.-H. Kim, K. Han, Y. K. Choi, J. Park, Org. Lett., 2007, 9, 1157-1159.

DOI: 10.1021/ol070130d

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Abstract

A practical procedure for an efficient dynamic kinetic resolution of primary amines employs a palladium nanocatalyst as racemization catalyst, a commercial lipase as resolution catalyst, and ethyl acetate or ethyl methoxyacetate as acyl donor. Various amines and one amino acid amide have been resolved with good yields and high enantiomeric excesses.

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Key Words

Acetylation, Amines

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ID: J54-Y2007-0950