Literature DB >> 28544574

Reversing Polarity: Carbonyl α-Aminations with Nitrogen Nucleophiles.

Aurélien de la Torre1, Veronica Tona1, Nuno Maulide1.   

Abstract

The synthesis of α-amino carbonyl compounds is an important challenge in synthesis en route to biologically essential structures. While classical approaches involve the use of enol or enolate chemistries in combination with an electrophilic source of nitrogen, those strategies usually necessitate further transformations to reach the desired targets. In recent years, a new approach arose involving the direct use of nucleophilic sources of nitrogen along with an oxidant. This approach advantageously leads, in one-pot, to the biologically relevant α-amino compound without requiring further transformation. This review highlights the recent advances in the emerging field of oxidative α-amination reactions using nucleophilic sources of nitrogen.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amines; chemoselectivity; enantioselectivity; hypervalent compounds; synthetic methods

Mesh:

Substances:

Year:  2017        PMID: 28544574     DOI: 10.1002/anie.201702937

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

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2.  Synthesis of γ-substituted carbonyl compounds from DMSO-mediated oxidation of enynamides: mechanistic insights and carbon- and hetero-functionalizations.

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Journal:  Chem Sci       Date:  2019-08-12       Impact factor: 9.825

3.  Ortho-selective C-H arylation of phenols with N-carboxyindoles under Brønsted acid- or Cu(i)-catalysis.

Authors:  Nguyen H Nguyen; Soo Min Oh; Cheol-Min Park; Seunghoon Shin
Journal:  Chem Sci       Date:  2021-12-27       Impact factor: 9.825

4.  Enantioselective synthesis of α-amino ketones through palladium-catalyzed asymmetric arylation of α-keto imines.

Authors:  Wei Wen; Zhao-Pin Ai; Chang-Lin Yang; Chao-Xing Li; Zhu-Lian Wu; Tian Cai; Qi-Xiang Guo
Journal:  Chem Sci       Date:  2022-03-07       Impact factor: 9.825

5.  An umpolung strategy to react catalytic enols with nucleophiles.

Authors:  Amparo Sanz-Marco; Samuel Martinez-Erro; Martin Pauze; Enrique Gómez-Bengoa; Belén Martín-Matute
Journal:  Nat Commun       Date:  2019-11-20       Impact factor: 14.919

  5 in total

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