Flexible Route to [4.1.1] Propellanes

Research output: Contribution to journalArticle

Reaction of Diels-Alder adducts of 1-bromo-2-bromomethylcyclopropene and either 1,3-dienes or furans with butyl lithium leads to a 1,3-dehalogenation to produce [4.1.1]propellanes. The oxygen bridged propellane derived from furan reacts with a second mol.equiv. of butyllithium by cleavage of the bridge with allylic rearrangement and the formation of a cis-3-butyl-[4.1.1]propell-4-en-2-ol.
Original languageEnglish
Pages (from-to)6755-6758
JournalTetrahedron Letters
Issue number38
Publication statusPublished - 1997
View graph of relations