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Synlett 2024; 35(04): 379-393
DOI: 10.1055/a-2131-3448
DOI: 10.1055/a-2131-3448
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11th Singapore International Chemistry Conference (SICC-11)
Development of Novel Catalytic Direct Syntheses of N-Unsubstituted Ketimines and Their Applications to One-Pot Reactions
This work was supported by a Grant-in-Aid for Transformative Research Areas (A) Digitalization-driven Transformative Organic Synthesis (Digi-TOS) (MEXT KAKENHI Grants JP21A204, JP21H05207, and JP21H05208) from MEXT, Grants-in-Aid for Scientific Research (B) (JSPS KAKENHI Grants JP17H03972 and JP21H02607 to T.O.) and (C) (JSPS KAKENHI Grants JP18K06581 and JP21K06477 to H.M.) from JSPS, and Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS) (AMED Grants JP21am0101091, JP22ama121031, and JP23am121031) from AMED. H.M. thanks the Takeda Science Foundation, the Fugaku Trust for Medical Research, and QR Program (Qdai-jump Research Program) 02249 for financial support. Y.K. thanks JSPS for Research Fellowships for Young Scientists. Y.K. is grateful for the support from the Academic Challenge Program 2018 of Kyushu University.
Abstract
Herein, we summarize our recent efforts toward developing catalytic methods for the synthesis of N-unsubstituted ketimines and their applications to one-pot reactions for producing various nitrogen-containing compounds. This account provides detailed background, optimization, scope, and mechanistic information. We hope this work will stimulate future studies on the implementation of N-unsubstituted ketimines.
1 Introduction
2 Scandium-Catalyzed Synthesis of N-Unsubstituted Ketimines
3 Tetra-n-butylammonium Fluoride Catalyzed Synthesis of N-Unsubstituted Ketimines
4 Conclusion
Key words
N-unsubstituted ketimines - one-pot reactions - amino acid derivatives - scandium triflate - tetrabutylammonium fluoridePublication History
Received: 26 May 2023
Accepted after revision: 17 July 2023
Accepted Manuscript online:
17 July 2023
Article published online:
18 September 2023
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