Photoinduced Kochi Decarboxylative Elimination for the Synthesis of Enamides and Enecarbamates from N‑Acyl Amino Acids

Decarboxylative elimination of easily accessible N-acyl amino acids to provide enamide and enecarbamate building blocks has been realized through the combination of an organophotoredox catalyst and copper acetate as the terminal oxidant. This operationally simple process utilizes inexpensive and rea...

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Veröffentlicht in:	Journal of organic chemistry 2019-03, Vol.84 (5), p.2933-2940
Hauptverfasser:	Cartwright, Kaitie C, Lang, Simon B, Tunge, Jon A
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemical synthesis Amides - chemical synthesis Amino Acids - chemistry Carbamates - chemical synthesis Decarboxylation Photochemical Processes
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container_title	Journal of organic chemistry
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creator	Cartwright, Kaitie C Lang, Simon B Tunge, Jon A
description	Decarboxylative elimination of easily accessible N-acyl amino acids to provide enamide and enecarbamate building blocks has been realized through the combination of an organophotoredox catalyst and copper acetate as the terminal oxidant. This operationally simple process utilizes inexpensive and readily available reagents without preactivation of the carboxylic acid. Enamides and enecarbamates are now accessible directly from N-acyl amino acids consequently improving upon the utility of Kochi’s oxidative decarboxylation of carboxylic acids.
doi_str_mv	10.1021/acs.joc.9b00167
format	Article
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Org. Chem</addtitle><description>Decarboxylative elimination of easily accessible N-acyl amino acids to provide enamide and enecarbamate building blocks has been realized through the combination of an organophotoredox catalyst and copper acetate as the terminal oxidant. This operationally simple process utilizes inexpensive and readily available reagents without preactivation of the carboxylic acid. 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subjects	Alkenes - chemical synthesis Amides - chemical synthesis Amino Acids - chemistry Carbamates - chemical synthesis Decarboxylation Photochemical Processes
title	Photoinduced Kochi Decarboxylative Elimination for the Synthesis of Enamides and Enecarbamates from N‑Acyl Amino Acids
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