Unified approach to catechin hetero-oligomers: first total synthesis of trimer EZ-EG-CA isolated from Ziziphus jujuba

Org Biomol Chem. 2012 Oct 14;10(38):7685-8. doi: 10.1039/c2ob26337h.

Abstract

A catechin hetero-trimer isolated from Ziziphus jujuba has been synthesized. Among three constituent monomers, (-)-epiafzelechin and (-)-epigallocatechin were prepared by de novo synthesis. Trimer formation relied on the unified approach to oligomers based on the bromo-capping and the orthogonal activation, reaching the reported structure of the natural product.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catechin / analogs & derivatives
  • Catechin / chemical synthesis*
  • Catechin / isolation & purification*
  • Molecular Structure
  • Stereoisomerism
  • Ziziphus / chemistry*

Substances

  • Catechin