Org. Lett., 8 (4), 769 -772, 2006. 10.1021/ol053050n S1523-7060(05)03050-6
Web Release Date: January 26, 2006

Copyright © 2006 American Chemical Society

A Metallocene-Pyrrolidinopyridine Nucleophilic Catalyst for Asymmetric Synthesis

Huy V. Nguyen, David C. D. Butler, and Christopher J. Richards*

School of Biological and Chemical Sciences, Queen Mary, University of London, Mile End Road E1 4NS, U.K.

c.j.richards@qmul.ac.uk

Received December 16, 2005

Abstract:

A highly active chiral 4-aminopyridine nucleophilic catalyst, available in three steps from (S,S)-hexane-2,5-diol, was applied to the asymmetric Steglich rearrangement of O-aceylated azlactones (1 mol % loading, up to 76% ee).


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