Journal
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
Volume 66, Issue 8, Pages 1764-1767Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1271/bbb.66.1764
Keywords
polyphenol; proanthocyanidin; stereoselective synthesis; condensed tannins
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A stereoselective synthesis of benzylated procyanidin-B3, a condensed catechin dimer, is described. Condensation of 5,7,3',4'-tetrabenzylcatechin with (2R,3S,4S)-5,7,31,4'-tetrabenzyloxy-3-acetoxy-4-methoxyflavan as an electrophile in the presence of TiCl4 led to octabenzylated procyanidin-B3 stereoselectively.
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