Events The 3rd International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 3rd International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 1999

Citation

Philippe Renaud, Vajira Bulugahapitiya, Liliana Parra Rapado, Synthesis of Non-Racemic 1-Hydroxy Cycloalkenecarboxylic Acids by Metathesis of Dialkylated Glycolate Derivatives., in Proceedings of The 3rd International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1999, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-3-01729

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Synthesis of Non-Racemic 1-Hydroxy Cycloalkenecarboxylic Acids by Metathesis of Dialkylated Glycolate Derivatives.

Liliana Parra Rapado ¹

Vajira Bulugahapitiya ¹

Philippe Renaud ¹

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

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Synthesis of Heterocycles Using Tandem Cyclization Processes.