Issue 19, 1977
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Extractives from Guttiferae. Part 33. Synthesis of the ozonolysis product from dimethylmangostin, 1-hydroxy-3,6,7-trimethoxy-2,8-bis-(2-oxoethyl)xanthone; some 13C nuclear magnetic resonance spectra of xanthones

M. Sum b. Hj. Idris,   Alan Jefferson  and  Feodor Scheinmann  

Abstract

The synthesis of the dialdehyde 1-hydroxy-3,6,7-trimethoxy-2,8-bis-(2-oxoethyl)xanthone, first obtained from ozonolysis of dimethylmangostin, is described. Xanthone formation by cyclisation of a benzophenone intermediate is followed by selective demethylations, allylation, and Claisen rearrangement. Oxidative cleavage of the allyl side chains in 2,8-diallyl-1,3,6,7-tetramethoxyxanthone, followed by demethylation with boron trichloride, gave the required dialdehyde (5). Some 13C n.m.r. spectra of xanthones are discussed.

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Article information

DOI
https://doi.org/10.1039/P19770002158
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1977, 2158-2162

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Extractives from Guttiferae. Part 33. Synthesis of the ozonolysis product from dimethylmangostin, 1-hydroxy-3,6,7-trimethoxy-2,8-bis-(2-oxoethyl)xanthone; some 13C nuclear magnetic resonance spectra of xanthones

M. S. b. Hj. Idris, A. Jefferson and F. Scheinmann, J. Chem. Soc., Perkin Trans. 1, 1977, 2158 DOI: 10.1039/P19770002158

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