An Efficient Method for Preparation of Chiral Arylmenthol Glyoxylates

José M. Blanco; Olga Caamaño; Franco Fernández; Xerardo García-Mera; Carmen López; José E. Rodríguez-Borges; Antonio R. Hergueta

doi:10.1055/s-1998-2198

Synthesis 1998; 11(11): 1590-1592
DOI: 10.1055/s-1998-2198

short paper

An Efficient Method for Preparation of Chiral Arylmenthol Glyoxylates

José M. Blanco, Olga Caamaño, Franco Fernández, Xerardo García-Mera, Carmen López, José E. Rodríguez-Borges, Antonio R. Hergueta

Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, E-15706 - Santiago de Compostela, Spain; E-mail: qoxgmera@usc.es

Abstract

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Abstract

Glyoxylates of three chiral alcohols were conveniently prepared by reaction of the alcohol with oxalyl chloride followed by reduction of the resulting alkoxy oxalyl chloride with tributyltin hydride. The products were isolated in 75–80% yield by straightforward flash chromatography.

Key words

chiral glyoxylates - 8-phenylmenthol - 8-phenylisoneomenthol - menthol

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