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Preparation of optically pure δ-lactones using diastereomeric resolution with amino acid as resolving agent.

Authors :
Shimotori Y
Hoshi M
Seki S
Osanai T
Okabe H
Ikeda Y
Miyakoshi T
Source :
Journal of oleo science [J Oleo Sci] 2015; Vol. 64 (1), pp. 75-90.
Publication Year :
2015

Abstract

Synthesis of optically pure δ-lactones by diastereomeric resolution was investigated. Amino acid derivatives, which can be obtained at a relatively low cost, were used as resolving agents. Six optically pure δ-lactones were efficiently synthesized using Cbz-L-alanine without other expensive resolving agents. Both enantiomers of δ-lactone obtained had over 98% enantiomeric excesses. This diastereomeric resolution is very efficient for the preparation of optically pure δ-lactones.

Details

Language :
English
ISSN :
1347-3352
Volume :
64
Issue :
1
Database :
MEDLINE
Journal :
Journal of oleo science
Publication Type :
Academic Journal
Accession number :
25742924
Full Text :
https://doi.org/10.5650/jos.ess14124