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

Full Text: HTML

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 ...

Related Articles:

Regioselective route for arylnaphthalene lactones: convenient synthesis of taiwanin C, justicidin E, and daurinol

[Park, Ju-Eun; Lee, Juyeun; Seo, Seung-Yong; Shin, Dongyun Tetrahedron Letters, 2014 , vol. 55, # 4 p. 818 - 820]

… by regioselective benzannulation of aryl (gem-dihalogenocyclopropyl) methanols: application to the total synthesis of the lignan lactones, justicidin E and taiwanin C 1

[Tanabe, Yoo; Seko, Shinzo; Nishii, Yoshinori; Yoshida, Taichi; Utsumi, Naoka; Suzukamo, Gohfu Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 17 p. 2157 - 2165]

More Articles...