Highly Enantioselective Total Synthesis of (−)-(3′S)-Lomatin and (+)-(3′S,4′R)-trans-Khellactone

Bulman Page, Philip, Appleby, Louise, Day, David, Chan, Yohan, Buckley, Benjamin R., Allin, Steven M. and McKenzie, Michael J. (2009) Highly Enantioselective Total Synthesis of (−)-(3′S)-Lomatin and (+)-(3′S,4′R)-trans-Khellactone. Organic Letters, 11 (9). pp. 1991-1993.

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Abstract

Concise highly enantioselective three-step syntheses are described for (-)-(3'S)-lomatin and (+)-(3'S,4'R)-trans-khellactone from 7-hydroxycoumarin in 97% ee and in 57% and 58% overall yields, respectively, using nonaqueous enantioselective epoxidation by an iminium salt as the key step.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
Related URLs:
Depositing User: Rachel Smith
Date Deposited: 22 Mar 2011 12:21
Last Modified: 11 Feb 2019 15:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/26841
DOI: 10.1021/ol900444h

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