title: Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F.
abstract: A highly regioselective gold(I)-catalyzed 6-endo-dig cyclization of 2,2-dimethyl-5-(alkynyl)-4H-benzo[d][1,3]dioxin-4-ones for the synthesis of 8-hydroxy-3-substituted isocoumarins is described. Key features of the reaction include the broad substrate scope, scalability, and tolerance for protecting groups. The synthetic utility of this novel method is demonstrated by the first total synthesis of exserolide F, an isocoumarin-containing polyol natural product.
authors.affiliation: Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology , Hyderabad 500007, India.
authors.forename: N Arjunreddy
authors.initials: NA
authors.lastname: Mallampudi
authors.affiliation: Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology , Hyderabad 500007, India.
authors.forename: G Sudhakar
authors.initials: GS
authors.lastname: Reddy
authors.affiliation: Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology , Hyderabad 500007, India.
authors.forename: Saurabh
authors.initials: S
authors.lastname: Maity
authors.affiliation: Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology , Hyderabad 500007, India.
authors.forename: Debendra K
authors.identifier: 0000-0002-9515-826X
authors.initials: DK
authors.lastname: Mohapatra