Catalytic Enantioselective Synthesis of N,C(α),C(α)-Trisubstituted α-Amino Acid Derivatives Using 1H-Imidazol-4(5H)-ones as Key Templates

1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, ally...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2015-06, Vol.54 (23), p.6883-6886
Main Authors: Etxabe, Julen, Izquierdo, Joseba, Landa, Aitor, Oiarbide, Mikel, Palomo, Claudio
Format: Article
Language:English
Subjects:
Amino Acids - chemical synthesis
Amino Acids - chemistry
Catalysis
Imidazoles - chemistry
Molecular Structure
Stereoisomerism
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Summary:1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) α-amino acid derivatives.
ISSN:1521-3773
DOI:10.1002/anie.201501275