pH-Dependent Chemoselective Synthesis of α-Amino Acids. Reductive Amination of α-Keto Acids with Ammonia Catalyzed by Acid-Stable Iridium Hydride Complexes in Water

Seiji Ogo, Keiji Uehara, Tsutomu Abura, Shunichi Fukuzumi

Research output: Contribution to journalArticle

109 Citations (Scopus)

Abstract

An acid-stable hydride complex [Cp*IrIII(bpy)H]+ {1, Cp* = η5-C5Me5, bpy = 2,2′-bipyridine} serves as the active catalyst for the highly chemoselective synthesis of α-amino acids by reductive amination of α-keto acids with aqueous NH3 and HCOO- in water at pH 5?8. pH-dependent catalytic 15N- and 2H-double-labeling has also been accomplished by using 15NH3 and DCOONa, which are ideal amine and hydride ion sources, respectively.

Original languageEnglish
Pages (from-to)3020-3021
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number10
DOIs
Publication statusPublished - Mar 17 2004
Externally publishedYes

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Keto Acids
Amination
Iridium
Ammonia
Hydrides
Amino acids
Amino Acids
Acids
Water
Ion sources
Labeling
Amines
Ions
Hydrogen
Catalysts

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

pH-Dependent Chemoselective Synthesis of α-Amino Acids. Reductive Amination of α-Keto Acids with Ammonia Catalyzed by Acid-Stable Iridium Hydride Complexes in Water. / Ogo, Seiji; Uehara, Keiji; Abura, Tsutomu; Fukuzumi, Shunichi.

In: Journal of the American Chemical Society, Vol. 126, No. 10, 17.03.2004, p. 3020-3021.

Research output: Contribution to journalArticle

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