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Issue 0, 1981
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A novel α-hydroxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C.: absolute configuration, synthesis, photochemical transformations, and conversion into α-methyldeoxybenzoins

Abstract

The absolute configuration of (αR)-α,2′-dihydroxy-4,4′-dimethoxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C. is established. Its structure is substantiated by synthesis and by photochemical conversion of its α-O-tosyl derivative into an α-tosyloxymethyldeoxybenzoin and hence to the α-methyldeoxybenzoin analogue. The photochemical step also leads, amongst others, to α-hydroxymethyldeoxybenzoin, β-hydroxydihydrochalcone, and 2-benzylbenzofuran-3-one analogues depending on the conditions of the photolysis.

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Article type: Paper
DOI: 10.1039/P19810000263
Citation: J. Chem. Soc., Perkin Trans. 1, 1981,0, 263-269
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    A novel α-hydroxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C.: absolute configuration, synthesis, photochemical transformations, and conversion into α-methyldeoxybenzoins

    B. C. B. Bezuidenhoudt, E. V. Brandt and D. G. Roux, J. Chem. Soc., Perkin Trans. 1, 1981, 0, 263
    DOI: 10.1039/P19810000263

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