Synthesis

Hydroxyarylketones via Ring-Opening of Lactones with Aryllithium Reagents: An Expedient Synthesis of (±)-Anabasamine

L Miao, SC DiMaggio, ML Trudell

Index: Miao, Lei; Dimaggio, Stassi C.; Trudell, Mark L. Synthesis, 2010 , # 1 p. 91 - 97

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Citation Number: 3

Abstract

Abstract The regioselective ring-opening of lactones (δ-valerolactone and γ-butyrolactone) with aryllithium reagents is reported for the construction of a series of δ-hydroxy aryl ketones and γ-hydroxy aryl ketones. Application of this method for the expeditious syntheses of (±)- anabasamine and its nicotine-related analogue are also described.