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. (C) 1998 Elsevier Science Ltd. All rights reserved.
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. (C) 1998 Elsevier Science Ltd. All rights reserved.
The oxidative ring expansion of spiro-annulated chroman-4-ones: Syntheses of the rotenoid core and related benzoxanthones
作者:Christopher D. Gabbutt、John D. Hepworth、B. Mark Heron、Jean-Luc Thomas
DOI:10.1016/s0040-4039(97)10646-3
日期:1998.2
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. (C) 1998 Elsevier Science Ltd. All rights reserved.