Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 4, Pages 800-802Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc09060a
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- University of Auckland
- Royal Society of New Zealand
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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 Schollkopf-Magnus-Barton-Zard (SMBZ) reaction to construct the trisubstituted pyrrole.
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