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Conversion of 4-Oxoproline Esters to 4-Substituted Pyrrole-2-carboxylic Acid Esters

Arakawa, Yasushi ; Yagi, Naomi ; Arakawa, Yukimi ; Tanaka, Ken-ichi ; Yoshifuji, Shigeyuki

Chemical and Pharmaceutical Bulletin, 2009/02/01, Vol.57(2), pp.167-176 [Periódico revisado por pares]

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Título:
Conversion of 4-Oxoproline Esters to 4-Substituted Pyrrole-2-carboxylic Acid Esters
Autor: Arakawa, Yasushi ; Yagi, Naomi ; Arakawa, Yukimi ; Tanaka, Ken-ichi ; Yoshifuji, Shigeyuki
Assuntos: 4-oxoproline ester ; Alkylation ; aromatization ; Atta texana ; Cyclization ; Grignard reaction ; Horner–Emmons reaction ; Indicators and Reagents ; Magnetic Resonance Spectroscopy ; methyl 4-methylpyrrole-2-carboxylate ; Pheromones - chemistry ; Pyrrolidonecarboxylic Acid - analogs & derivatives ; Pyrrolidonecarboxylic Acid - chemistry ; Reformatsky reaction
É parte de: Chemical and Pharmaceutical Bulletin, 2009/02/01, Vol.57(2), pp.167-176
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Descrição: The Grignard, Wittig, Tebbe, Horner–Emmons, and Reformatsky reactions of the 4-oxoproline esters gave the corresponding 4-alylated or 4-alkylidenated products, respectively. The products were properly treated with bases to cause aromatization, giving 4-substituted pyrrole-2-carboxylic acid esters such as methyl 4-methylpyrrole-2-carboxylate, which is a trail pheromone of Atta texana.
Editor: Japan: The Pharmaceutical Society of Japan
Idioma: Inglês;Japonês

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