Issue 5, 2003
From the journal:

Chemical Communications

Asymmetric protonation of lithium enolates of α-amino acid derivatives with α-amino acid-based chiral Brønsted acids†

Kentaro Futatsugi,‡a   Akira Yanagisawab  and  Hisashi Yamamoto‡*a  

* Corresponding authors

a Graduate School of Engineering, Nagoya University, SORST, Japan Science and Technology Corporation (JST), Chikusa, Japan

b Department of Chemistry, Faculty of Science, Chiba University, Inage, Chiba, Japan
E-mail: yamamoto@uchicago.edu

Abstract

The reaction of lithium enolates of α-amino acid derivatives with chiral amides, easily synthesized from L-tert-leucine, gives corresponding optically active unnatural α-amino acid derivatives with up to 87% ee.

Graphical abstract: Asymmetric protonation of lithium enolates of α-amino acid derivatives with α-amino acid-based chiral Brønsted acids

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Article information

DOI
https://doi.org/10.1039/B211523A
Article type
Communication
Submitted
18 Nov 2002
Accepted
07 Jan 2003
First published
30 Jan 2003

Chem. Commun., 2003, 566-567

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Asymmetric protonation of lithium enolates of α-amino acid derivatives with α-amino acid-based chiral Brønsted acids

K. Futatsugi, A. Yanagisawa and H. Yamamoto, Chem. Commun., 2003, 566 DOI: 10.1039/B211523A

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