TETRAHYDROFURAN, TETRAHYDROPYRAN AND OXEPANE FORMATION BY COBALOXIME PI-CATION CYCLIZATIONS

Authors
GRUBB LM BROWN KA BRANCHAUD BP
Citation
Lm. Grubb et al., TETRAHYDROFURAN, TETRAHYDROPYRAN AND OXEPANE FORMATION BY COBALOXIME PI-CATION CYCLIZATIONS, Tetrahedron letters, 39(21), 1998, pp. 3447-3448
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
21
Year of publication
1998
Pages
3447 - 3448
Database
ISI
SICI code
0040-4039(1998)39:21<3447:TTAOFB>2.0.ZU;2-0
Abstract
Studies are reported on the cyclization of (omega-hydroxy-beta-hydroxy alkyl)cobaloximes (1, 2 acid 3) to form 5, 6 and 7-membered ring cycli c ethers (4, 5 and 6). Reversible cyclization and eventual irreversibl e alkene decomplexation (to form 7, 8 and 9) varied as a function of r ing size. The practical consequence is that cyclizations to form 5 and 6 membered rings are feasible whereas formation of a 7 membered ring is not. (C) 1998 Elsevier Science Ltd. All rights reserved.