Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Mild Esterification and Transesterification of Carboxylic Acids Catalyzed by Tetracyanoethylene and Dicyanoketene Dimethyl Acetal
Yukio MasakiNobuyuki TanakaTsuyoshi Miura
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1997 Volume 26 Issue 1 Pages 55-56

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Abstract

A π-acid tetracyanoethylene (TCNE) and its derivative dicyanoketene dimethyl acetal (DCKDMA) were found to catalyze esterification of lauric acid with various types of alcohols. This mathod was successfully applied to methyl esterification of a variety of carboxylic acids including aromatic, α,β-unsaturated, α-hydroxy, and N-Cbz and N-Boc-protected α-amino acids without racemization at the range from room temperature to 60 °C. TCNE was also found to operate as a catalyst in transesterification reaction of methyl laurate.

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© 1997 The Chemical Society of Japan
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