CHEMISTRY OF 3,4-EPOXY-2-METHYLENE OXOLANES - HIGHLY DIASTEREOSELECTIVE ELECTROPHILIC ADDITIONS

Authors
DALLA V PALE P
Citation
V. Dalla et P. Pale, CHEMISTRY OF 3,4-EPOXY-2-METHYLENE OXOLANES - HIGHLY DIASTEREOSELECTIVE ELECTROPHILIC ADDITIONS, Tetrahedron letters, 37(16), 1996, pp. 2777-2780
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
16
Year of publication
1996
Pages
2777 - 2780
Database
ISI
SICI code
0040-4039(1996)37:16<2777:CO3O-H>2.0.ZU;2-M
Abstract
electrophilic additions to the enol ether part of 3,4-epoxy-2-methylen e oxolanes are described. The isomer resulting from an anti addition r elative to the oxirane substituent was predominantly obtained. With ph enylselenyl bromine as electrophile, a complete diastereoselectivity w as achieved again in favor of the trans isomer. Copyright (C) 1996 Pub lished by Elsevier Science Ltd