A FLEXIBLE ROUTE TO [4.1.1]PROPELLANES

Authors
ALDULAYYMI AR ALDULAYYMI JR BAIRD MS
Citation
Ar. Aldulayymi et al., A FLEXIBLE ROUTE TO [4.1.1]PROPELLANES, Tetrahedron letters, 38(38), 1997, pp. 6755-6758
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
38
Year of publication
1997
Pages
6755 - 6758
Database
ISI
SICI code
0040-4039(1997)38:38<6755:AFRT[>2.0.ZU;2-L
Abstract
Reaction of Diels-Alder adducts of 1-bromo-2-bromomethylclopropene and either 1,3-dienes or furans with butyl lithium leads to a 1,3-dehalog enation to produce [4.1.1]propellanes. The oxygen bridged propellane d erived from furan reacts with a second mol.equiv. of butyllithium by c leavage of the bridge with allylic rearrangement and the formation of a cis-3-butyl-[4.1.1]propell-4-en-2-ol. (C) 1997 Elsevier Science Ltd.