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An unexpected triethylsilane-triggered rearrangement of thioaurones to thioflavonols under SPPS conditions
Authors:Miranda Varedian  Jonas Bergquist
Institution:a Department of Biochemistry and Organic Chemistry, Uppsala University, Box 576, S-751 23 Uppsala, Sweden
b Environmental Inorganic Chemistry, Department of Chemical and Biological Engineering, Chalmers University of Technology, S-412 96 Gothenburg, Sweden
c Department of Physical and Analytical Chemistry, Uppsala University, Box 599, S-751 24 Uppsala, Sweden
Abstract:Thioaurones are converted to a mixture of thiaindenes and thioflavonols when exposed to reaction conditions employed in SPPS, that is, treatment with trifluoroacetic acid in the presence of triethylsilane.
Keywords:Peptidomimetics  Chromophores  Rearrangement  Reduction  Silanes  Hemithioindigo  Thioaurone
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