THE CHEMISTRY OF CYCLOPROPYLMETHYL AND RELATED RADICALS

Authors
Citation
Dc. Nonhebel, THE CHEMISTRY OF CYCLOPROPYLMETHYL AND RELATED RADICALS, Chemical Society reviews, 22(5), 1993, pp. 347-359
Citations number
69
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03060012
Volume
22
Issue
5
Year of publication
1993
Pages
347 - 359
Database
ISI
SICI code
0306-0012(1993)22:5<347:TCOCAR>2.0.ZU;2-W
Abstract
The use of ring opening rearrangement of cyclopropylmethyl radicals to but-3-enyl radicals as radical clocks and as probes of reaction mecha nism is discussed relation to a variety of both enzyme-catalysed and c hemical reactions. Similar studies using heterocyclic analogues, e.g. oxiranylmethyl radicals, are also reported. Factors which influence bo th the rate and regioselectivity of ring opening of cyclopropylmethyl and related radicals have been analysed. The use of this rearrangement in synthetic methodology has also been surveyed.