A MILD PROCEDURE FOR THE SYNTHESIS OF ALLYL AND BENZYL α-HYDROXYESTERS USING O-ALLYL(BENZYL)-N,N’- DICYCLOHEXYLISOUREA

  • Elvis Robles-Marín
  • César A. Sánchez
  • Juan-Manuel Urbina-González
Keywords: Dicyclohexylcarbodiimide (DCC), O-allylisourea, α-hydroxyallylester, O-benzylisourea, α hydroxybenzylester

Abstract

Allyl protecting group and more commonly used benzyl protecting group were easily introduced in several (cyclo)alkyl α-hydroxycarboxylic acids through a modified Steglich esterification using O-allyl or O-benzyl-N,N’-dicyclohexylisoureas. Corresponding esters were prepared under mild conditions and short reaction times; high reaction yields and easy purification of final products favored this procedure. Complete unambiguous assignment for 1 H and 13C-NMR data for prepared compounds is given.

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Author Biography

Juan-Manuel Urbina-González

Laboratory of Organic and Biomolecular Chemistry (LQOBio), School of Chemistry, Faculty of Sciences,
Industrial University of Santander, Postal Code 680002, Carrera 27 Calle 9, Ciudad Universitaria, Bucaramanga, Colombia.

Published
2017-06-30