Umpolung of the reactivity of allylsilanes. Palladium(II) catalyzed cyclization of allylsilyl alcohols: a new route to substituted 2-vinyltetrahydrofurans

Authors
Macsari, I Szabo, KJ
Citation
I. Macsari et Kj. Szabo, Umpolung of the reactivity of allylsilanes. Palladium(II) catalyzed cyclization of allylsilyl alcohols: a new route to substituted 2-vinyltetrahydrofurans, TETRAHEDR L, 41(7), 2000, pp. 1119-1122
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
7
Year of publication
2000
Pages
1119 - 1122
Database
ISI
SICI code
0040-4039(20000212)41:7<1119:UOTROA>2.0.ZU;2-R
Abstract
Functionalized allylsilanes 1-4 undergo palladium(II) catalyzed ring closur e to afford 4- and/or 5-substituted 2-vinyltetrahydrofurans (5-8) under mil d conditions. The catalytic reactions proceed through (eta(3)-allyl)palladi um intermediates formed by palladadesilylation of the allylsilane substrate s. (C) 2000 Elsevier Science Ltd. All rights reserved.