Total Synthesis of Crocagin A

Filip Bihelovic, Desiree Stichnoth, Frank Surup, Rolf Müller, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

Crocagin A (1) combines an attractive molecular structure with an unusual biosynthesis and bioactivity. An efficient synthesis of crocagin A is presented that hinges on an early formation of the heterotricyclic core, an electrophilic amination, and the stereoselective hydrogenation of a tetrasubstituted double bond. This synthesis confirms the absolute configuration of crocagin A and provides access to the natural product and derivatives thereof for further biological testing.

Original languageEnglish (US)
Pages (from-to)12848-12851
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number42
DOIs
StatePublished - Oct 9 2017

Keywords

  • RiPPs
  • electrophilic amination
  • hydrogenation
  • natural products
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Total Synthesis of Crocagin A'. Together they form a unique fingerprint.

  • Cite this

    Bihelovic, F., Stichnoth, D., Surup, F., Müller, R., & Trauner, D. (2017). Total Synthesis of Crocagin A. Angewandte Chemie - International Edition, 56(42), 12848-12851. https://doi.org/10.1002/anie.201612641