title: Diene-transmissive cycloadditions: control of monocycloaddition by self-assembly on a Lewis acid template.
abstract: The sequential control of diene-transmissive Diels-Alder reactions to expand their versatility for natural product synthesis and the preparation of diversity oriented libraries is described. Self-assembly of the components (trienol 5 and methyl acrylate) via a Lewis acid template proceeds with regio-, diastereo-, and enantioselective [(S)-BINOL added] control to the monoadduct. In contrast, no cycloaddition reaction occurred at 22 degrees C in the absence of catalyst. This protocol obliterates the necessity of tether installation for an intramolecular cyclization. [reaction: see text].
authors.affiliation: Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Michael Santos
authors.initials: MS
authors.lastname: Souweha
authors.forename: Akram
authors.initials: A
authors.lastname: Arab
authors.forename: Megan
authors.initials: M
authors.lastname: ApSimon
authors.forename: Alex G
authors.initials: AG
authors.lastname: Fallis