The mechanism of the racemisation of α-amino acids in the presence of aldehydes

R. Grigg; H. Q.N. Gunaratne

doi:10.1016/S0040-4039(00)85925-0

The mechanism of the racemisation of α-amino acids in the presence of aldehydes

R. Grigg^*, H. Q.N. Gunaratne

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

60 Citations (Scopus)

Abstract

Heating optically active α-amino acids in the presence of arylaldehydes effects racemisation via stereospecific formation of 1,3-dipolar species from the intermediate imines. These 1,3-dipoles can be trapped as their stereospecific cycloadducts with N-phenylmaleimide.

Original language	English
Pages (from-to)	4457-4460
Number of pages	4
Journal	Tetrahedron Letters
Volume	24
Issue number	41
DOIs	https://doi.org/10.1016/S0040-4039(00)85925-0
Publication status	Published - 1983

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Copyright 2014 Elsevier B.V., All rights reserved.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)85925-0

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abstract = "Heating optically active α-amino acids in the presence of arylaldehydes effects racemisation via stereospecific formation of 1,3-dipolar species from the intermediate imines. These 1,3-dipoles can be trapped as their stereospecific cycloadducts with N-phenylmaleimide.",

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AB - Heating optically active α-amino acids in the presence of arylaldehydes effects racemisation via stereospecific formation of 1,3-dipolar species from the intermediate imines. These 1,3-dipoles can be trapped as their stereospecific cycloadducts with N-phenylmaleimide.

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DO - 10.1016/S0040-4039(00)85925-0

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -

The mechanism of the racemisation of α-amino acids in the presence of aldehydes

Abstract

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ASJC Scopus subject areas

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