BORON HALIDE CATALYZED REGIOSELECTIVE ORTHO-CLAISEN REARRANGEMENTS OF4'-ALLYLOXYCOUMARIC ACID-DERIVATIVES - TOTAL SYNTHESIS OF DEMETHYLSUBEROSIN

Authors
CAIRNS N HARWOOD LM ASTLES DP ORR A
Citation
N. Cairns et al., BORON HALIDE CATALYZED REGIOSELECTIVE ORTHO-CLAISEN REARRANGEMENTS OF4'-ALLYLOXYCOUMARIC ACID-DERIVATIVES - TOTAL SYNTHESIS OF DEMETHYLSUBEROSIN, Journal of the Chemical Society. Perkin transactions. I, (21), 1994, pp. 3095-3100
Citations number
49
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
21
Year of publication
1994
Pages
3095 - 3100
Database
ISI
SICI code
0300-922X(1994):21<3095:BHCROR>2.0.ZU;2-1
Abstract
6-Allyl-7-hydroxycoumarin 3 and the naturally occurring linear coumari n, demethylsuberosin (7-hydroxy-6-prenylcoumarin) 7 have been prepared in goods yields via regioselective boron halide catalysed ortho-Clais en rearrangements, This procedure provides an efficient alternative ap proach to linear substituted coumarins without using a halogen to bloc k the 8-(angular) position.