THE OXIDATIVE RING EXPANSION OF SPIRO-ANNULATED CHROMAN-4-ONES - SYNTHESES OF THE ROTENOID CORE AND RELATED BENZOXANTHONES

Authors
GABBUTT CD HEPWORTH JD HERON BM THOMAS JL
Citation
Cd. Gabbutt et al., THE OXIDATIVE RING EXPANSION OF SPIRO-ANNULATED CHROMAN-4-ONES - SYNTHESES OF THE ROTENOID CORE AND RELATED BENZOXANTHONES, Tetrahedron letters, 39(8), 1998, pp. 881-884
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
8
Year of publication
1998
Pages
881 - 884
Database
ISI
SICI code
0040-4039(1998)39:8<881:TOREOS>2.0.ZU;2-3
Abstract
Syntheses of dehydrorotenoid and benzoxanthone units from 2'-hydroxyac etophenone are described which feature a novel migration of spiro-subs tituted chroman-4-ones during their oxidative ring expansion. Conjugat e reduction affords a trans B/C fused rotenoid and the related cis and trans fused tetrahydrobenzoxanthones. (C) 1998 Elsevier Science Ltd. All rights reserved.