CLAISEN AND FRIES REARRANGEMENT STUDIES OF SOME NAPHTHALENE DERIVATIVES

Authors
GREEN IR NEFDT S HUGO VI SNIJMAN PW
Citation
Ir. Green et al., CLAISEN AND FRIES REARRANGEMENT STUDIES OF SOME NAPHTHALENE DERIVATIVES, Synthetic communications, 24(22), 1994, pp. 3189-3196
Citations number
4
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
22
Year of publication
1994
Pages
3189 - 3196
Database
ISI
SICI code
0039-7911(1994)24:22<3189:CAFRSO>2.0.ZU;2-L
Abstract
Comparative Claisen rearrangements of 4-hydroxy- (7) and lyloxy-5,8-et hano-5,8-dihydro-5-methoxynaphthalene (1) leading after chemoselective methylation to 4-acetoxy-2-allyl-1,5-dimethoxy-naphthalene (9) were i nvestigated. Lewis acid mediated Fries rearrangements of 4-acetoxy-2-a llyl-alkoxy-5-ethoxynaphthalenes lead to the formation of a naphtho[1, 2-b]furan in one case only.