Total Synthesis of Cyclomarin A, a Marine Cycloheptapeptide with Anti-Tuberculosis and Anti-Malaria Activity

  • Org Lett. 2016 Jan 15;18(2):204-7. doi: 10.1021/acs.orglett.5b03292.
Philipp Barbie  1 Uli Kazmaier  1
Affiliations
  • 1. Organic Chemistry I, Saarland University , Campus Building C4.2, D-66123 Saarbrücken, Germany.
Abstract

An efficient synthetic protocol for the stereoselective synthesis of cyclomarin A is reported. Key steps in the syntheses of the building blocks are an asymmetric chelate-enolate Claisen rearrangement, an asymmetric hydrogenation, and highly diastereoselective additions of organozinc and -titanium reagents.

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