Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5284974 | Tetrahedron Letters | 2008 | 5 Pages |
Abstract
3,4-cis-4-Acetoxy-3-O-acetyl-4-dehydro-5,7,3â²,4â²-tetra-O-benzyl-(+)-catechin (1a) or (â)-epicatechin (1b) reacted high regio- and stereo-selectively with 1.5Â equiv of the 5,7,3â²,4â²-tetra-O-benzyloxyflavan-3-ol (4a or 4b) in the presence of 1Â equiv of TMSOTf to give the corresponding procyanidins. On the other hand, the self-condensation of 1a in the presence of a catalytic amount of B(C6F5)3 afforded wide-range procyanidins from dimer to 15-mer like a biomass.
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Chemistry
Organic Chemistry
Authors
Kin-ichi Oyama, Miyuki Kuwano, Mie Ito, Kumi Yoshida, Tadao Kondo,