Total Synthesis of Incarviditone and Incarvilleatone

Andrew Lawrence, Patrick D. Brown, Anthony C. Willis, Michael S. Sherburn

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

The total synthesis of the racemic natural products (±)-incarviditone and (±)-incarvilleatone has been accomplished in three steps via biomimetic dimerization of (±)-rengyolone. Homochiral dimerization of (±)-rengyolone affords (±)-incarviditone through a domino oxa-Michael/Michael sequence. Heterochiral dimerization, involving a domino oxa-Michael/Michael/aldol reaction sequence, affords (±)-incarvilleatone. Single-crystal X-ray analysis of a derivative of (±)-incarviditone has resulted in revision of the originally proposed structure.
Original languageEnglish
Pages (from-to) 4537–4539
JournalOrganic letters
Issue number17
Early online date29 Aug 2012
Publication statusPublished - 7 Sept 2012


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