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HERO ID
7741520
Reference Type
Journal Article
Title
Phosphazene bases and the anionic oxy-Cope rearrangement
Author(s)
Mamdani, HT; Hartley, RC
Year
2000
Is Peer Reviewed?
1
Journal
Tetrahedron Letters
ISSN:
0040-4039
EISSN:
1873-3581
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Location
OXFORD
Volume
41
Issue
5
Page Numbers
747-749
Language
English
DOI
10.1016/S0040-4039(99)02123-1
Web of Science Id
WOS:000085038700039
Abstract
Compounds containing a 1,5-hexadien-3-ol system undergo anionic oxy-Cope rearrangement when treated with the phosphazene super-base, P4-t-Bu. The [3,3] sigmatropic rearrangement occurs in hexane as well as in THF. The weaker phosphazene base, P2-Et fails to induce rearrangement. This is the first example of the use of a metal-free base to induce anionic oxy-Cope rearrangement. © 2000 Elsevier Science Ltd.
Keywords
phosphazenes; rearrangements; alcohols; ketones
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