169 research outputs found

    Enantioselective synthesis of pseudosugars of the allo-, gulo-, manno- and talo-series

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    (1R,2S,3R,4S)-4-Butyryloxy-2,3-isopropylidenedioxy-cyclohexen-5-en-1-ol (1) is the common chiral building block for the 8 title pseudosugars. The hydroxymethyl substituent is introduced either via a radical reaction or via 2,3-Wittig rearrangement

    The monomethylethers of isoamylphloroglucinol and the structure of xanthohumol

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    The two isomeric monomethylethers of isoamylphloroglucinol have been prepared. The 4-methylether is identical with the reduced degradation compound of xanthohumol. This solves the structure of xanthohumol which is concordant with the other known natural chalkones

    A new and facile hydroazulene formation : evidence for the thermal oxygen to oxygen migration of a trimethylsilyl group

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    Thermolysis of the 2,5-bis(trimethylsiloxy)-tricyclo[4.4.0.0(2,5)]decan-7-ones 3 and 16 leads to hydroazulenes by a transannular reaction involving a remarkable oxygen to oxygen migration of a silylgroup in the intermediate cyclodecadienones
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