Regio- and Diastereo-Selective Biomimetic Synthesis of (±)-ε-Viniferin by NIS and Resveratrol

摘要

In this work, we describe the synthesis of (±)-permethylated-ε- viniferin from resveratrol by successive iodination, methylation and dehalogenation reactions. Iodination reaction by Niodosuccinimide (NIS) was studied to optimize and confirm a proposed radical mechanism. Switching to acetyl protecting group, a new straightforward regio- and diastereo-selective biomimetic synthesis of (±)-ε-viniferin was obtained. Permethylated and free ε-viniferin were isolated up to 20%yield.