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Microwave-Assisted Ester Formation Using O-Alkylisoureas: A Convenient Method for the Synthesis of Esters with Inversion of Configuration

Alessandra Chighine, Stefano Crosignani, Marie-Claire Arnal, Mark Bradley and Bruno Linclau*

*School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom, Email:

A. Chighine, S. Crosignani, M.-C. Arnal, M. Bradley, B. Linclau, J. Org. Chem., 2009, 74, 4638-4641.

DOI: 10.1021/jo900476y


A very fast, microwave-assisted formation of carboxylic esters via reaction of carboxylic acids with O-alkylisoureas derived from primary and secondary alcohols proceeds in good yields with clean inversion of configuration where appropriate. The reaction works well with very hindered carboxylic acids.

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Key Words

Esters, Isoureas, Microwave Synthesis

ID: J42-Y2009-1940