Concise synthesis of flavocommelin, 7-O-methylapigenin 6-C-,4′-O-bis- β-D-glucoside, a component of the blue supramolecular pigment from Commelina communis

Flavocommelin, 7-O-methylapigenin 6-C-, 4 '-O-bis-beta-D-glucoside, was synthesized in 9 steps from the C-glycosylation of 6-O-benzy-4-O-methylphloroacetophenone via the introduction of a cinnamoyl residue by aldol condensation and the formation of a C-ring by regioselective and oxidative ring-closure to regio-and stereoselective O-glycosylation for an overall yield of 31%. (C) 2013 Elsevier Ltd. All rights reserved.