title: Highly selective entry to the azadirachtin skeleton via a Claisen rearrangement/radical cyclization sequence.
abstract: [formula: see text] A highly diastereoselective, microwave-induced Claisen rearrangement of an appropriately substituted propargylic enol ether allows the formation of the sterically congested C8-C14 bond of azadirachtin. When combined with a radical-mediated cyclization of the corresponding allene, this sequence offers rapid entry to the framework of azadirachtin.
authors.affiliation: Department of Chemistry, Cambridge University, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Thomas
authors.initials: T
authors.lastname: Durand-Reville
authors.forename: Luca B
authors.initials: LB
authors.lastname: Gobbi
authors.forename: Brian Lawrence
authors.initials: BL
authors.lastname: Gray
authors.forename: Steven V
authors.initials: SV
authors.lastname: Ley
authors.forename: James S
authors.initials: JS
authors.lastname: Scott