ORTHO-SUBSTITUTED ARYL SULFOXIDES DESIGNED FOR HIGHLY DIASTEREOSELECTIVE RADICAL REACTIONS

Authors
RENAUD P BOURQUARD T
Citation
P. Renaud et T. Bourquard, ORTHO-SUBSTITUTED ARYL SULFOXIDES DESIGNED FOR HIGHLY DIASTEREOSELECTIVE RADICAL REACTIONS, Tetrahedron letters, 35(11), 1994, pp. 1707-1710
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
11
Year of publication
1994
Pages
1707 - 1710
Database
ISI
SICI code
0040-4039(1994)35:11<1707:OASDFH>2.0.ZU;2-H
Abstract
Radical allylation of 1-arenesulfinylethyl radicals has been examined for different ortho-substituted aryl groups. High level of diastereose lectivity (up to 95 % ds) has been achieved with the o-chlorobenzenesu lfinyl group. Rationalization of the results based on ground state con formation of the radicals is presented.