1,4-dioxene in organic synthesis: Substitution reactions of 2-(1,4-dioxenyl)-alkanol. Unusual formation of spirocyclopropane derivatives.

Authors
Hanna, I Ricard, L
Citation
I. Hanna et L. Ricard, 1,4-dioxene in organic synthesis: Substitution reactions of 2-(1,4-dioxenyl)-alkanol. Unusual formation of spirocyclopropane derivatives., TETRAHEDR L, 40(5), 1999, pp. 863-866
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
5
Year of publication
1999
Pages
863 - 866
Database
ISI
SICI code
0040-4039(19990129)40:5<863:1IOSSR>2.0.ZU;2-O
Abstract
Substitution reactions of allylic alcohols 2 with various C-nucleophiles ar e described; in particular, 1,2-bis(trimethylsilyl)oxy)-cyclobutene in the presence of a Lewis acid leads to cyclobutanone derivatives which undergo a n unusual acid-induced rearrangement affording spirocyclopropane structures . (C) 1999 Elsevier Science Ltd. All rights reserved.