A simple method for the synthesis of 4-aryl-9-oxynaphthofuranone lignans

K Kobayashi, K Maeda, T Uneda, O Morikawa…

Index: Kobayashi, Kazuhiro; Maeda, Kouji; Uneda, Tomokazu; Morikawa, Osamu; Konishi, Hisatoshi Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 4 p. 443 - 446

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Abstract

The 9-aryl-4-oxynaphthofuran-1 (3H)-one system is generally synthesized in two steps from α-aryl-o-toluic acid derivatives. The method involves a tandem conjugate addition– Dieckmann type condensation between α-lithiated α-aryl-o-toluic acid derivatives and 2- furan-2 (5H)-one as a key step followed by simple dehydrogenation or dehydration, and can be applied to the synthesis of two natural lignans (neojusticidin A and neojusticidin B).