MECHANISTIC STUDIES ON THE DIASTEREOSELECTIVE HALOHYDROXYLATION OF GAMMA-DELTA UNSATURATED CARBOXAMIDES

Authors
ROSSEN K REAMER RA VOLANTE RP REIDER PJ
Citation
K. Rossen et al., MECHANISTIC STUDIES ON THE DIASTEREOSELECTIVE HALOHYDROXYLATION OF GAMMA-DELTA UNSATURATED CARBOXAMIDES, Tetrahedron letters, 37(38), 1996, pp. 6843-6846
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
38
Year of publication
1996
Pages
6843 - 6846
Database
ISI
SICI code
0040-4039(1996)37:38<6843:MSOTDH>2.0.ZU;2-G
Abstract
Evidence is presented that the diastereoselective iodohydroxylation of the the gamma-delta unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedral intermediate 17 and its subsequent endocyclic cleavage to 3. Copyright (C) 1996 Elsevier Scien ce Ltd