Ionic amino acids: Application as organocatalysts in the aza-Michael reaction

Naoki Morimoto; Yasuo Takeuchi; Yuta Nishina

doi:10.1016/j.molcata.2012.11.012

Ionic amino acids: Application as organocatalysts in the aza-Michael reaction

Naoki Morimoto, Yasuo Takeuchi, Yuta Nishina

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

Abstract

The ethyl methyl imidazolium salts of amino acids, [emim][AA], have been used as catalysts in the aza-Michael reaction. Furthermore, when chiral amino acids were used, a stereoselective reaction was achieved. The mechanism of the transformation was verified by the detection of a key intermediate by electrospray ionization mass spectroscopy (ESI-MS).

Original language	English
Pages (from-to)	31-37
Number of pages	7
Journal	Journal of Molecular Catalysis A: Chemical
Volume	368-369
DOIs	https://doi.org/10.1016/j.molcata.2012.11.012
Publication status	Published - Mar 2013

Keywords

Amino acid
Asymmetric reaction
ESI-MS
Organocatalyst
aza-Michael reaction

ASJC Scopus subject areas

Catalysis
Process Chemistry and Technology
Physical and Theoretical Chemistry

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title = "Ionic amino acids: Application as organocatalysts in the aza-Michael reaction",

abstract = "The ethyl methyl imidazolium salts of amino acids, [emim][AA], have been used as catalysts in the aza-Michael reaction. Furthermore, when chiral amino acids were used, a stereoselective reaction was achieved. The mechanism of the transformation was verified by the detection of a key intermediate by electrospray ionization mass spectroscopy (ESI-MS).",

keywords = "Amino acid, Asymmetric reaction, ESI-MS, Organocatalyst, aza-Michael reaction",

author = "Naoki Morimoto and Yasuo Takeuchi and Yuta Nishina",

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T2 - Application as organocatalysts in the aza-Michael reaction

AU - Morimoto, Naoki

AU - Takeuchi, Yasuo

AU - Nishina, Yuta

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AB - The ethyl methyl imidazolium salts of amino acids, [emim][AA], have been used as catalysts in the aza-Michael reaction. Furthermore, when chiral amino acids were used, a stereoselective reaction was achieved. The mechanism of the transformation was verified by the detection of a key intermediate by electrospray ionization mass spectroscopy (ESI-MS).

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KW - Asymmetric reaction

KW - ESI-MS

KW - Organocatalyst

KW - aza-Michael reaction

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