Copper‐Catalyzed Amination of Ketene Silyl Acetals with Hydroxylamines: Electrophilic Amination Approach to α‐Amino Acids | Zendy

Matsuda Naoki | Zendy; Hirano Koji | Zendy; Satoh Tetsuya | Zendy; Miura Masahiro | Zendy

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Copper‐Catalyzed Amination of Ketene Silyl Acetals with Hydroxylamines: Electrophilic Amination Approach to α‐Amino Acids

Author(s) -

Matsuda Naoki,

Hirano Koji,

Satoh Tetsuya,

Miura Masahiro

Publication year - 2012

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.201206755

Subject(s) - amination , electrophilic amination , umpolung , ketene , chemistry , electrophile , catalysis , silylation , organic chemistry , amino acid , pentane , combinatorial chemistry , medicinal chemistry , nucleophile , biochemistry

Role reversal : The title reaction has been developed to deliver α‐amino acids under very mild reaction conditions (see scheme; dpppen=1,5‐bis(diphenylphosphino)pentane). The catalysis provides a new CN bond‐forming approach for the synthesis of α‐amino acids by using an umpolung, electrophilic amination strategy.

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