Phosphazene bases and the anionic oxy-Cope rearrangement

Authors
Mamdani, HT Hartley, RC
Citation
Ht. Mamdani et Rc. Hartley, Phosphazene bases and the anionic oxy-Cope rearrangement, TETRAHEDR L, 41(5), 2000, pp. 747-749
Citations number
5
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
5
Year of publication
2000
Pages
747 - 749
Database
ISI
SICI code
0040-4039(20000129)41:5<747:PBATAO>2.0.ZU;2-C
Abstract
Compounds containing a 1,5-hexadien-3-ol system undergo anionic oxy-Cope re arrangement when treated with the phosphazene super-base, P-4-t-Bu. The [3, 3] sigmatropic rearrangement occurs in hexane as well as in THE The weaker phosphazene base, P-2-Et fails to induce rearrangement. This is the first e xample of the use of a metal-free base to induce anionic oxy-Cope rearrange ment. (C) 2000 Elsevier Science Ltd. All rights reserved.