Please login first
Synthesis of Non-Racemic 1-Hydroxy Cycloalkenecarboxylic Acids by Metathesis of Dialkylated Glycolate Derivatives.
, , *
1  Université de Fribourg, Institut de Chimie Organique, Pérolles, CH-1700 Fribourg, Switzerland

Abstract: A particularly flexible general way to synthesize 1-hydroxy cycloalkenecarboxylic acid derivatives from 2-tert-butyl-2-methyl-1,3-dioxolan-5-one, a chiral equivalent of glycolic acid, is reported. The method is based on a double enolate alkylation of the glycolate derivative followed by ring closing metathesis. A formal synthesis of (-)-quinic acid is reported to demonstate the potential of this approach
Keywords: n/a