Enantioselective synthesis of orthogonally protected (2R, 3R)-(−)-epicatechin derivatives, key intermediates in the de novo chemical synthesis of (−)- …

M Zhang, GE Jagdmann, M Van Zandt, P Beckett…

Index: Zhang, Mingbao; Erik Jagdmann Jr.; Van Zandt, Michael; Beckett, Paul; Schroeter, Hagen Tetrahedron Asymmetry, 2013 , vol. 24, # 7 p. 362 - 373

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Citation Number: 8

Abstract

Ten orthogonally protected (−)-epicatechin and 3′-or 4′-O-methyl-(−)-epicatechin derivatives were prepared in a regiospecific and enantioselective manner. For each orthogonally protected (−)-epicatechin derivative, one specific phenolic hydroxyl was protected with a methoxymethyl (MOM) or p-methoxybenyzl (PMB) group and the remainder were protected as benzyl ethers. These uniquely protected (−)-epicatechin derivatives ...