Highly Enantioselective Total Synthesis of (−)-(3′S)-Lomatin and (+)-(3′S,4′R)-trans-Khellactone
Organic Letters2009Vol. 11(9), pp. 1991–1993
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Philip C. Bulman Page, Louise F. Appleby, David P. Day, Yohan Chan, Benjamin R. Buckley, Steven M. Allin, Michael J. McKenzie
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.
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