INTRAMOLECULAR OXYGEN RADICAL ADDITIONS TO ALPHA,BETA-UNSATURATED ESTERS - DIASTEREOSELECTIVE TANDEM CYCLOFUNCTIONALIZATION AND HYDROGEN-TRANSFER REACTIONS

Authors
GUINDON Y DENIS RC
Citation
Y. Guindon et Rc. Denis, INTRAMOLECULAR OXYGEN RADICAL ADDITIONS TO ALPHA,BETA-UNSATURATED ESTERS - DIASTEREOSELECTIVE TANDEM CYCLOFUNCTIONALIZATION AND HYDROGEN-TRANSFER REACTIONS, Tetrahedron letters, 39(5-6), 1998, pp. 339-342
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
5-6
Year of publication
1998
Pages
339 - 342
Database
ISI
SICI code
0040-4039(1998)39:5-6<339:IORATA>2.0.ZU;2-D
Abstract
The efficiency of a tandem process featuring an oxy radical cyclizatio n and hydrogen transfer reaction of the resultant carbon-based radical has been demonstrated. This methodology affords 2,3-trans-disubstitut ed tetrahydrofurans by creating two new contiguous stereogenic centers with high levels of 1,2-induction in each step. (C) 1997 Elsevier Sci ence Ltd. All rights reserved.