Oligomeric catechins: an enabling synthetic strategy by orthogonal activation and C(8) protection

Ken Ohmori; Naoko Ushimaru; Keisuke Suzuki

doi:10.1073/pnas.0401651101

Oligomeric catechins: an enabling synthetic strategy by orthogonal activation and C(8) protection

Proc Natl Acad Sci U S A. 2004 Aug 17;101(33):12002-7. doi: 10.1073/pnas.0401651101. Epub 2004 May 12.

Authors

Ken Ohmori¹, Naoko Ushimaru, Keisuke Suzuki

Affiliation

¹ Department of Chemistry, Tokyo Institute of Technology, and Core Research for Evolutional Science and Technology, Japan Science and Technology Agency, O-okayama, Meguro-ku, Tokyo 152-8551, Japan.

Abstract

Controlled formation of oligomeric catechins has become possible by an orthogonal synthetic strategy. Bromo-capping of the C(8) position of the flavan skeleton enabled the equimolar coupling of electrophilic and nucleophilic catechin derivatives, enabling an efficient synthetic strategy to complex catechin oligomers.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catechin / analogs & derivatives*
Catechin / chemical synthesis
Catechin / chemistry
Chemistry, Organic / methods
Dimerization
Molecular Structure

Substances

Catechin