A New Approach to the Asymmetric Synthesis of α-Methyltryptophan

C. Cativiela; M. D. Diaz de Villegas; J. A. Gálvez

doi:10.1055/s-1994-22838

Synlett 1994; 1994(4): 302-304
DOI: 10.1055/s-1994-22838

letter

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A New Approach to the Asymmetric Synthesis of α-Methyltryptophan

C. Cativiela^* , M. D. Diaz de Villegas, J. A. Gálvez

^*Instituto de Ciencia de Materiales de Aragón. Departamento de Química Orgánica. Universidad de Zaragoza-CSIC. 50009 Zaragoza. Spain

Abstract

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α-Methyltryptophan can easily be obtained in enantiomerically pure form through diastereoselective alkylation of a chiral 2-cyanopropanoate followed by the Curtius rearrangement.

Non-proteinogenic, unnatural α-amino acids have attracted the attention of numerous researchers due to the widespread use of these compounds in physical and life science. Many synthetic methodologies have already been developed to obtain a wide range of optically active α-amino acids.¹

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