Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene

Lucas W. Hernandez, Jola Pospech, Ulrich Klöckner, Tanner W. Bingham, David Sarlah

Research output: Contribution to journalArticlepeer-review

Abstract

A concise synthesis of (+)-pancratistatin and (+)-7-deoxypancratistatin from benzene using an enantioselective, dearomative carboamination strategy has been achieved. This approach, in combination with the judicious choice of subsequent olefin-type difunctionalization reactions, permits rapid and controlled access to a hexasubstituted core. Finally, minimal use of intermediary steps as well as direct, late stage C-7 hydroxylation provides both natural products in six and seven operations.

Original languageEnglish (US)
Pages (from-to)15656-15659
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number44
DOIs
StatePublished - Nov 8 2017

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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