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Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine

Al Shaye, Najla; Boa, Andrew; Boa, Andrew N.; Coulbeck, Elliot; Eames, J.

Authors

Najla Al Shaye

Elliot Coulbeck

J. Eames



Abstract

The parallel kinetic resolution of racemic 1-phenylethanol using an equimolar combination of quasi-enantiomeric 2-arylpropionic and butanoic acids mediated by a N,N′-dicyclohexylcarbodiimide (DCC)/3,5-lutidine coupling is discussed. The levels of diastereoselectivity were high leading to separable quasi-enantiomeric esters in good yield. © 2008 Elsevier Ltd. All rights reserved.

Citation

Al Shaye, N., Boa, A. N., Coulbeck, E., & Eames, J. (2008). Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 49(31), 4661-4665. https://doi.org/10.1016/j.tetlet.2008.05.036

Journal Article Type Article
Acceptance Date May 7, 2008
Online Publication Date May 11, 2008
Publication Date Jul 28, 2008
Publicly Available Date Mar 29, 2024
Journal Tetrahedron Letters
Print ISSN 0040-4039
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 49
Issue 31
Pages 4661-4665
DOI https://doi.org/10.1016/j.tetlet.2008.05.036
Public URL https://hull-repository.worktribe.com/output/391232
Publisher URL https://www.sciencedirect.com/science/article/pii/S0040403908009313?via%3Dihub