Synthesis

Straightforward Total Synthesis of 2-O-Feruloyl-l-malate, 2-O-Sinapoyl-l-malate and 2-O-5-Hydroxyferuloyl-l-malate

F Allais, S Martinet, PH Ducrot

Index: Allais, Florent; Martinet, Sophie; Ducrot, Paul-Henri Synthesis, 2009 , # 21 p. 3571 - 3578

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Citation Number: 12

Abstract

In the course of our research aimed at a better understanding of the precise chemical mechanisms involved in the biosynthesis of lignins and lignans, we devised an easy and efficient access to 2-O-feruloyl-l-malate (1), 2-O-sinapoyl-l-malate (2), and 2-O-5-hydroxyferuloyl-l-malate (3) using carbodiimide-mediated Steglich esterification starting from commercially available l-(-)-malic acid and the corresponding cinnamic acids (Scheme [¹] ). ... Benzyl malate ester 7b was ...