European Journal of Organic Chemistry

Total Synthesis of (–)??Isoamericanin A and (+)??Isoamericanol A

LI Pilkington, D Barker

Index: Pilkington, Lisa I.; Barker, David European Journal of Organic Chemistry, 2014 , vol. 2014, # 5 p. 1037 - 1046

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Citation Number: 7

Abstract

Abstract The enantioselective total synthesis of the biologically active 1, 4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9- hydroxymethyl group, show a wide range of biological properties. The 1, 4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer ...

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