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
- 24 February 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (10) , 3020-3021
- https://doi.org/10.1021/ja031633r
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.Keywords
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- Isolation and Crystal Structure of a Water-Soluble Iridium Hydride: A Robust and Highly Active Catalyst for Acid-Catalyzed Transfer Hydrogenations of Carbonyl Compounds in Acidic MediaJournal of the American Chemical Society, 2003
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