Fe(III)/Cu(II) mediated 5- and 6-exo oxidative ring expansion/cyclisation of cyclopropyl ethers: studies towards dictyol C and alpha-eudesmol

Authors
Booker-Milburn, KI Cox, B Grady, M Halley, F Marrison, S
Citation
Ki. Booker-milburn et al., Fe(III)/Cu(II) mediated 5- and 6-exo oxidative ring expansion/cyclisation of cyclopropyl ethers: studies towards dictyol C and alpha-eudesmol, TETRAHEDR L, 41(23), 2000, pp. 4651-4655
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
23
Year of publication
2000
Pages
4651 - 4655
Database
ISI
SICI code
0040-4039(20000612)41:23<4651:FM5A6O>2.0.ZU;2-9
Abstract
The outcome of oxidative ring expansion/cyclisation of cyclopropanes with a mixed Fe(III)/Cu(II) system was found to be dependent on the mode of cycli sation. When 6-exo cyclisation was attempted unusual products resulting fro m oxidation of ring opened primary radicals were obtained. (C) 2000 Elsevie r Science Ltd. All rights reserved.