Preparation of oxetanes by 4-endo trig electrophilic cyclisations of cinnamic alcohols

Citation
S. Albert et al., Preparation of oxetanes by 4-endo trig electrophilic cyclisations of cinnamic alcohols, TETRAHEDR L, 42(13), 2001, pp. 2477-2479
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
13
Year of publication
2001
Pages
2477 - 2479
Database
ISI
SICI code
0040-4039(20010326)42:13<2477:POOB4T>2.0.ZU;2-L
Abstract
The reaction of substituted cinnamic alcohols with bis(sym-collidine)bromin e(I) hexafluorophosphate was examined. In general no oxetane was obtained w hen a substituent was fixed on the carbon-carbon double bond. However, oxet anes were formed in high yields when two substituents were present in alpha of the alcohol function. (C) 2001 Elsevier Science Ltd. All rights reserve d.