title: A facile asymmetric approach to the multicyclic core structure of mangicol A.
abstract: Chiral propargylic ether-based triene-ynes are synthesized with high enantiomeric purity by employing an asymmetric enyne addition to aldehydes catalyzed by 1,1'-bi-2-naphthol in combination with ZnEt2 , Ti(OiPr)4 and dicyclohexylamine at room temperature. These substrates are found to undergo a one-pot domino Pauson-Khand and Diels-Alder cycloaddition catalyzed by [RhCl(CO)2 ]2 under CO to generate a series of multicyclic products with high chemoselectivity and stereoselectivity. These products contain the multicyclic core structure of mangicol A which could facilitate the synthesis and study of this class of natural products.
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904-4319 (USA).
authors.forename: Jun
authors.initials: J
authors.lastname: Ying
authors.forename: Lin
authors.initials: L
authors.lastname: Pu
keywords: Diels-Alder reaction; Pauson-Khand cyclization; asymmetric synthesis; mangicols; propargylic alcohols