First total synthesis of Macrotricolorin A and its enantiomer

Abstract

Herein, we demonstrate the first total synthesis of Macrotricolorin A (1) and its enantiomer 1ʹ from the key intermediate which is accessible from two precursors phenol and resorcinol, by two different sequences. Macrotricolorin A (1) possesses anti-inflammatory properties and is a novel diarylpropanoid. The first total synthesis of Macrotricolorin A (1) was accomplished using simple reactions such as Williamson’s etherification, Claisen-Schmidt condensation, reduction, and chiral resolution.