BASE-INDUCED BRIDGE CLEAVAGE OF 1,5-DIMETHYL-7-OXABICYCLO[2.2.1]HEPT-5-ENE SYSTEMS

Authors
ARJONA O CONDO S PLUMET J VISO A
Citation
O. Arjona et al., BASE-INDUCED BRIDGE CLEAVAGE OF 1,5-DIMETHYL-7-OXABICYCLO[2.2.1]HEPT-5-ENE SYSTEMS, Tetrahedron letters, 36(34), 1995, pp. 6157-6158
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
34
Year of publication
1995
Pages
6157 - 6158
Database
ISI
SICI code
0040-4039(1995)36:34<6157:BBCO1>2.0.ZU;2-J
Abstract
Treatment of 1,5-dimethyl-7-oxabicyclo[2.2.1]hept-5-enes 2 c-e with LD A produces good yields of hydroxy dienes 3 c-e through a novel and eff icient bridge cleavage process; these dienes may undergo selective epo xidation to yield highly functionalized vinyl oxiranes such as 4.