The oxidative ring expansion of spiro-annulated chroman-4-ones: Syntheses of the rotenoid core and related benzoxanthones

Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron, Jean Luc Thomas

Research output: Contribution to journalArticle

18 Citations (Scopus)


Syntheses of dehydrorotenoid and benzoxanthone units from 2'-hydroxyacetophenone are described which feature a novel migration of spiro-substituted chroman-4-ones during their oxidative ring expansion. Conjugate reduction affords a trans B/C fused rotenoid and the related cis and trans fused tetrahydrobenzoxanthones.

Original languageEnglish
Pages (from-to)881-884
Number of pages4
JournalTetrahedron Letters
Issue number8
Publication statusPublished - 19 Feb 1998
Externally publishedYes


Cite this