Base-catalysed Alkylation of 2,7-Naphthalenediol with Glyoxal. Isolation of Structurally Intriguing Products and their Stereochemistry

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Xiaobo Fan, Tomoko Yanai, Makoto Yamaye, Hirochi Okazaki and Taketoshi Kito


Abstract

1,8-(2,5-Dihydroxy-1,4-dioxane-3,6-diyl)naphthalene-2,7-diol and 1,2,9,10-tetrahydronaphtho[2,1-b:7,8-b′]difuran-1,2,9,10-tetrol are prepared by reaction of 2,7-naphthalenediol with glyoxal, and their stereochemistry investigated mainly by NMR spectroscopy.


References

  1. X. Fan, M. Yamaye, Y. Kosugi, H. Okazaki, H. Mizobe, T. Yanai and T. Kito, J. Chem. Soc., Perkin Trans. 2, 1994, 2001 RSC.
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