1,3-ACYCLIC CONTROL IN FREE-RADICAL REACTIONS - THREO-SELECTIVE ADDITIONS

Authors
RADINOV R MERO CL MCPHAIL AT PORTER NA
Citation
R. Radinov et al., 1,3-ACYCLIC CONTROL IN FREE-RADICAL REACTIONS - THREO-SELECTIVE ADDITIONS, Tetrahedron letters, 36(45), 1995, pp. 8183-8186
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
45
Year of publication
1995
Pages
8183 - 8186
Database
ISI
SICI code
0040-4039(1995)36:45<8183:1CIFR->2.0.ZU;2-Q
Abstract
Oxazolidinone acrylamides undergo addition reactions with alkyl iodide s and allyltributylstannane to give 12-substituted products with a thr eo preference in excess of 10:1. This threo preference is highest for reactions carried our in nonpolar solvents, a result consistent with d ipolar stabilization of the transition stare leading to the threo prod uct.