NEIGHBORING GROUP EFFECTS IN THE REGIOSELECTIVE CYCLIZATION OF VICINAL TRANS-1,2-BROMOHYDRINS TO EPOXIDES

Citation
Fr. Lang et al., NEIGHBORING GROUP EFFECTS IN THE REGIOSELECTIVE CYCLIZATION OF VICINAL TRANS-1,2-BROMOHYDRINS TO EPOXIDES, Tetrahedron letters, 39(33), 1998, pp. 5903-5906
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
33
Year of publication
1998
Pages
5903 - 5906
Database
ISI
SICI code
0040-4039(1998)39:33<5903:NGEITR>2.0.ZU;2-W
Abstract
Bromocyclopentitols and amino (or amido) bromocyclopentitols having a C-Br bond trans to two different vicinal hydroxyl groups show selectiv ity in base-promoted epoxide formation. The role of adjacent polar sub stituents in directing bromohydrin cyclization is discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.