Aminosäuren, 18. Darstellung und Reaktionen von 2??Isocyanato??2??alkensäureestern

…, J Kühlwein, C Baumgartner

Index: Effenberger, Franz; Kuehlwein, Juergen; Baumgartner, Christian Liebigs Annalen der Chemie, 1994 , # 11 p. 1069 - 1074

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Abstract

2-Isocyanato-2-alkenoates 3 were obtained in good yields by the perrhenate-catalyzed decomposition of 2-azidoalkanoates 1 in the presence of diphosgene (2a) or phosgene (2b). Methyl 2-azidopropionate (lh) reacts to give a mixture of methyl 2-isocyanato-2-propenoate (3h) and methyl 2-chloro-2-isocyanatopropionate (4). The addition product 4 could easily be converted into 3h by elimination of HC1 with triethylamine at 0 C. With benzyl alcohol (5a) ...

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