Pictet-Spengler reaction of biogenic amines with (2R)-N-Glyoxyloylbornane-10,2-sultam. Enantioselective synthesis of (S)-(+)-N-methylcalycotomine |
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| Authors: | Zbigniew Czarnocki Jzef B Mieczkowski Jaroslaw Kiegiel Zbigniew Ara
ny |
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| Institution: | Department of Chemistry, University of Warsaw, Pasteura 1, 02-093, Warsaw, Poland |
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| Abstract: | (2R)-N-Glyoxyloylbornane-10,2-sultam reacted with dopamine hydrochloride, forming the Pictet-Spengler condensation product, which was further converted into (S)-(+)-N)-methylcalycotomine of high enantiomeric purity. The same kind of reaction with tryptamine hydrochloride gave the condensation product with 100% d.e. |
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