title: Total syntheses of (±)-spiroindimicins B and C enabled by a late-stage Schöllkopf-Magnus-Barton-Zard (SMBZ) reaction.
abstract: The spiroindimicins are a family of structurally unprecedented alkaloids isolated from the deep-sea-derived marine actinomycete Streptomyces sp. SCSIO 03032. The total syntheses of (±)-spiroindimicins B and C are disclosed, the first of any member of this family. Central to the successful strategy was installing the spirocentre using a mild intramolecular Heck reaction, the assembly of a pentacyclic spirobisindole by Fischer indolization and a late-stage Schöllkopf-Magnus-Barton-Zard (SMBZ) reaction to construct the trisubstituted pyrrole.
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, 1010, New Zealand. j.sperry@auckland.ac.nz.
authors.forename: Lachlan M
authors.initials: LM
authors.lastname: Blair
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, 1010, New Zealand. j.sperry@auckland.ac.nz.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Sperry