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

Philip Bulman Page, Louise Appleby, David Day, Yohan Chan, Benjamin R. Buckley, Steven M. Allin, Michael J. McKenzie

Research output: Contribution to journalArticlepeer-review

42 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)1991-1993
Number of pages3
JournalOrganic Letters
Volume11
Issue number9
DOIs
Publication statusPublished - 8 Apr 2009

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