SnCl 4-mediated oxidative reaction for formation of binaphthoquinone and dinaphthofuran frameworks and its application to natural product synthesis
T Ogata, I Okamoto, H Doi, E Kotani, T Takeya
Index: Okamoto, Iwao; Doi, Hirohisa; Kotani, Eiichi; Takeya, Tetsuya Tetrahedron Letters, 2001 , vol. 42, # 16 p. 2987 - 2989
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Citation Number: 11
Abstract
A simple method was developed for the direct synthesis of 2, 2′-binaphthoquinones and dinaphtho [1, 2-b; 2′, 1′-d] furans, utilizing an oxidative reaction via electron donor– acceptor complexes of 1-naphthols with SnCl4 in the absence or presence of dioxygen. As an application of this method to natural product synthesis, we describe a facile biomimetic synthesis of several binaphthoquinones, 3, 3′-bijuglone, 3, 3′-biplumbagin and ...
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