Synthesis 2008(22): 3703-3706  
DOI: 10.1055/s-0028-1083212
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Design of an Axially Chiral Dicarboxylic Acid and Its Application in Syntheses of Optically Active β-Amino Acids and β-Amino Phosphonic Acid Derivatives

Takuya Hashimoto, Keiji Maruoka*
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
Fax: +81(75)7534041; e-Mail: [email protected];
Further Information

Publication History

Received 13 April 2008
Publication Date:
27 October 2008 (online)

Abstract

An axially chiral dicarboxylic acid was developed as a new chiral Brønsted acid catalyst. With this novel catalyst in hand, N-Boc-protected β-amino acids or β-amino phosphonic acid derivatives could be obtained in high yields and enantioselectivities by asymmetric Mannich-type reaction of N-Boc imines and diazo compounds.

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