Summary
Partial methyl ethers of chrysin, apigenin, galangin and quercetin have been subjected to nuclear reduction in the 5-position through their tosyloxy compounds. The products are 7-methoxy flavone, pratol methyl ether, 3:7-dimethoxy flavone and fisetin tetramethyl ether respectively.
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References
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Jain, A.C., Seshadri, T.R. Nuclear reduction in the 5-position of anthoxanthins. Proc. Indian Acad. Sci. (Math. Sci.) 38, 294–296 (1953). https://doi.org/10.1007/BF03045257
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DOI: https://doi.org/10.1007/BF03045257