Iron‐Catalyzed Hydrogenation for the In Situ Regeneration of an NAD(P)H Model: Biomimetic Reduction of α‐Keto‐/α‐Iminoesters | Zendy

Lu LiangQiu | Zendy; Li Yuehui | Zendy; Junge Kathrin | Zendy; Beller Matthias | Zendy

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Iron‐Catalyzed Hydrogenation for the In Situ Regeneration of an NAD(P)H Model: Biomimetic Reduction of α‐Keto‐/α‐Iminoesters

Author(s) -

Lu LiangQiu,

Li Yuehui,

Junge Kathrin,

Beller Matthias

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201301972

Subject(s) - cofactor , nad+ kinase , formate dehydrogenase , alcohol dehydrogenase , nicotinamide adenine dinucleotide , chemistry , dehydrogenase , catalysis , glycerol 3 phosphate dehydrogenase , redox , biocatalysis , nicotinamide , formate , enzyme , combinatorial chemistry , biochemistry , organic chemistry , reaction mechanism

Two irons for a smoother finish : An NAD(P)H model was regenerated readily in situ by iron‐catalyzed reduction with molecular hydrogen. The subsequent biomimetic reduction of α‐keto‐/ α‐iminoesters proceeded smoothly in the presence of an iron‐based Lewis acid (LA) to provide α‐hydroxyesters and amino acid esters in good to excellent yields (see scheme; NAD(P) + =nicotinamide adenine dinucleotide (phosphate), TM=transition metal).

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