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
Org. Lett., 2007, 9 (6), pp 1157–1159
DOI: 10.1021/ol070130d
Publication Date (Web): February 10, 2007
Copyright © 2007 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mjkim@postech.ac.kr, ; , pjw@postech.ac.kr

Abstract

Abstract Image

A practical procedure for the dynamic kinetic resolution (DKR) of primary amines has been developed. This procedure employs a palladium nanocatalyst as the racemization catalyst, a commercial lipase (Novozym-435) as the resolution catalyst, and ethyl acetate or ethyl methoxyacetate as the acyl donor. Eleven primary amines and one amino acid amide have been efficiently resolved with good yields (85−99%) and high enantiomeric excesses (97−99%).

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History

  • Published In Issue March 15, 2007
  • Received January 18, 2007

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