Synthesis

Coniferin and derivatives: a fast and easy synthesis via the aldehyde series using phase-transfer catalysis

N Daubresse, C Francesch, F Mhamdi, C Rolando

Index: Daubresse, Nicolas; Francesch, Charlette; Mhamdi, Farida; Rolando, Christian Synthesis, 1998 , # 2 p. 157 - 161

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Citation Number: 7

Abstract

Abstract: Coniferin was synthesised in good yields (56% starting from vanillin) under mild conditions. A one-pot coupling of the glucosidation and Wittig-type reactions led to coniferaldehyde tetra-O-acetylglucoside, easily reduced into tetra-O-acetylconiferin by sodium borohydride. Similar procedures were used for the synthesis of syringin and the glucoside of 4-coumaryl alcohol. Key words: coniferin, lignin, phase transfer, syringin, Wittig

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