One-Pot Catalytic Synthesis of α-Tetrasubstituted Amino Acid Derivatives via In Situ Generation of <i>N</i>-Unsubstituted Ketimines
Yuta Kondo, Yoshinobu Hirazawa, Tetsuya Kadota, Koki Yamada, Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima
Abstract
A one-pot catalytic synthesis of α-tetrasubstituted amino acid derivatives via in situ generation of N-unsubstituted ketimines is reported. Because of the irreversible formation of N-unsubstituted ketimines, the yields were higher than those generated under the conventional one-pot reaction conditions. This process prevents the need to isolate unstable N-unsubstituted ketimines with alkyl substituents and streamlines the synthesis of highly congested α-amino acid derivatives.
Topics & Concepts
ChemistryCatalysisIn situAlkylAmino acidReaction conditionsCombinatorial chemistryOrganic chemistryMedicinal chemistryBiochemistryChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions