title: Synthesis of dihydronaphthalenes via aryne Diels-Alder reactions: scope and diastereoselectivity.
abstract: Novel aryne Diels-Alder reactions with functionalized acyclic dienes are reported. These give useful cis-substituted dihydronaphthalene building blocks in good yield which are not easily accessible via other means, as demonstrated in the synthesis of sertraline. The first asymmetric aryne cycloaddition with an acyclic diene is also reported, giving excellent diastereoselectivities with Oppolzer's sultam as a chiral auxiliary.
authors.affiliation: Davenport Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
authors.forename: Chris
authors.initials: C
authors.lastname: Dockendorff
authors.forename: Stefan
authors.initials: S
authors.lastname: Sahli
authors.forename: Madeline
authors.initials: M
authors.lastname: Olsen
authors.forename: Ludovic
authors.initials: L
authors.lastname: Milhau
authors.forename: Mark
authors.initials: M
authors.lastname: Lautens