Tetrahedron

A new benzannulation reaction and its application in the multiple parallel synthesis of arylnaphthalene lignans

SR Flanagan, DC Harrowven, M Bradley

Index: Flanagan, Stuart R; Harrowven, David C; Bradley, Mark Tetrahedron, 2002 , vol. 58, # 30 p. 5989 - 6001

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Citation Number: 34

Abstract

A new aromatic annulation reaction based on sequential Horner–Emmons and Claisen condensation reactions is described. The method is high yielding and provides a rapid entry to arylnaphthalenes. The lignan natural products justicidin B 1, retrojusticidin B 2, taiwanin C 3, justicidin E 4, chinensin 5 and retrochinensin 6 have all been synthesised in good overall yield using this protocol, demonstrating its potential in multiple parallel synthesis. The ...