Tetrahedron

Buffer-induced, selective mono-C-alkylation of phloroglucinol: application to the synthesis of an advanced intermediate of catechin

A Gissot, A Wagner, C Mioskowski

Index: Gissot, Arnaud; Wagner, Alain; Mioskowski, Charles Tetrahedron, 2004 , vol. 60, # 32 p. 6807 - 6812

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Citation Number: 7

Abstract

A straightforward mono-selective and C-specific alkylation of phloroglucinol with activated alkyl halides is presented. The use of water as solvent limits the amount of over-alkylated by- products. Provided some minor changes in the experimental conditions, hydrophobic cinnamyl halides can also be reacted, thus giving a direct access to advanced intermediates of natural flavonoids.