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Synfacts 2010(5): 0605-0605  
DOI: 10.1055/s-0029-1219736
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

A Chiral Ionene for Asymmetric Benzylation

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
S. Itsuno*, D. K. Paul, M. Ishimoto, N. Haraguchi
Toyohashi University of Technology, Japan
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Publication History

Publication Date:
22 April 2010 (online)

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Significance

An ionene of a cinchonidine derivative was prepared and applied to an asymmetric benzylation. Thus, the reaction of N-diphenyl­methylidene glycine t-butyl ester with benzyl bromide was carried out with the ionene to give (S)-N-(diphenylmethylene)phenylalanine t-butyl ester in 83% yield with 86% ee (one example).