Total synthesis of (+)-crocacin C

Bioorg Med Chem. 2010 Jun 1;18(11):3648-55. doi: 10.1016/j.bmc.2010.03.003. Epub 2010 Mar 15.

Abstract

Two approaches toward the total synthesis of cytotoxic polyketide natural product (+)-crocacin C (1) are described. The first approach, which was ultimately unsuccessful, was replaced altogether with a second that afforded target 1 in 10 linear steps from commercially available Evans' chiral propionimide (5% overall yield). No protecting groups were utilized in the total synthesis of 1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Amides / chemical synthesis*
  • Molecular Structure
  • Organic Chemistry Phenomena
  • Stereoisomerism

Substances

  • Alkenes
  • Amides
  • crocacin C