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 N.; Coulbeck, Elliot; Eames, J.

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
• 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