Enantiomerism in natural procyanidin polymers: use of epicatechin as a chiral resolution reagent
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 4,p. 241-242
- https://doi.org/10.1039/c39820000241
Abstract
Procyanidin polymers isolated from Palmae species contain 2,3-cis 5,7.3′,4′-tetrahydroxyflavan-3-ol units predominantly of the abnormal (2S,3S) configuration, but also containing about 25% of units with a (2R,3R) configuration; the proportion of each enantiomer was determined by the stereo- and regio-specific condensation of each unit's carbocation with (2S,3S)-(+)-or (2R,3R)-(–)-epicatechin and resolution of the diastero-isomeric C(4)–C(8) linked epicatechin dimers.Keywords
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