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

DOI: 10.1016/S0040-4039(97)10646-3

Source and publish data:

Tetrahedron Letters p. 881 - 884 (1998)

Update date:2022-09-26

Topics:

Authors:

Gabbutt, Christopher D.Gabbutt, Christopher D.

Hepworth, John D.Hepworth, John D.

Heron, B. MarkHeron, B. Mark

Thomas, Jean-LucThomas, Jean-Luc

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Article abstract of DOI:10.1016/S0040-4039(97)10646-3

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.

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Full text of DOI:10.1016/S0040-4039(97)10646-3

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