Tin-free radical chemistry: intramolecular addition of alkyl radicals to aldehydes and ketones

Authors
Devin, P Fensterbank, L Malacria, M
Citation
P. Devin et al., Tin-free radical chemistry: intramolecular addition of alkyl radicals to aldehydes and ketones, TETRAHEDR L, 40(30), 1999, pp. 5511-5514
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5511 - 5514
Database
ISI
SICI code
0040-4039(19990723)40:30<5511:TRCIAO>2.0.ZU;2-6
Abstract
The radical cyclization of several omega-iodoaldehydes and a ketone can be accomplished without the use of tributyltin hydride. Triethylborane in pres ence of oxygen or light from a sun lamp can serve as a radical initiator an d terminator. In these conditions, a 5-exo-trig cyclization on an aldehyde is faster than on an alkene. (C) 1999 Published by Elsevier Science Ltd. Al l rights reserved.