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Issue 0, 1983
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Synthesis of 4-substituted flavans from 4α-halogenoflavans

Abstract

The reactions of flavan-4α- or -4β-ols unsubstituted in ring A with phosphorus or similar halides give 4α-halogenoflavans which react with a variety of nucleophiles (phenolate ions, thiophenolate ions, amines, and alcohols) yielding the corresponding 4-substituted flavans whose stereochemistries depend upon the ratio of SN1 to SN2 reactions occurring. Biflavonoids have been synthesised by the reaction of 4α-halogenoflavans with flavonols under conditions of phase transfer catalysis.

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J. Chem. Soc., Perkin Trans. 1, 1983, 1825-1829
Article type
Paper

Synthesis of 4-substituted flavans from 4α-halogenoflavans

B. R. Brown, S. Guffogg, M. L. Kahn, J. W. Smart and I. A. Stuart, J. Chem. Soc., Perkin Trans. 1, 1983, 1825
DOI: 10.1039/P19830001825

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