Literature DB >> 24115676

Iron-catalyzed oxidative C-H/C-H cross-coupling: an efficient route to α-quaternary α-amino acid derivatives.

Kaizhi Li1, Guangying Tan, Jingsheng Huang, Feijie Song, Jingsong You.   

Abstract

Fully loaded: A coordinating activation strategy has been developed to furnish α-quaternary α-amino acids through the iron(III)-catalyzed oxidative functionalization of α-C(sp(3) )H bonds of α-tertiary α-amino acid esters. The reaction exhibits a broad substrate scope for both α-amino acids and nucleophiles (Nu) as well as good functional-group tolerance (see scheme, DTBP=di-tert-butyl peroxide, DCE=1,2-dichloroethane).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  coordinating activation; cross-coupling; homogeneous catalysis; iron; α-quaternary α-amino acids

Mesh:

Substances:

Year:  2013        PMID: 24115676     DOI: 10.1002/anie.201306181

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


  4 in total

1.  Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation.

Authors:  Qing-Feng Wu; Peng-Xiang Shen; Jian He; Xiao-Bing Wang; Forrest Zhang; Qian Shao; Ru-Yi Zhu; Claudio Mapelli; Jennifer X Qiao; Michael A Poss; Jin-Quan Yu
Journal:  Science       Date:  2017-02-03       Impact factor: 47.728

2.  Synthesis and Deployment of an Elusive Fluorovinyl Cation Equivalent: Access to Quaternary α-(1'-Fluoro)vinyl Amino Acids as Potential PLP Enzyme Inactivators.

Authors:  Christopher D McCune; Matthew L Beio; Jill M Sturdivant; Roberto de la Salud-Bea; Brendan M Darnell; David B Berkowitz
Journal:  J Am Chem Soc       Date:  2017-09-28       Impact factor: 15.419

3.  Coordinating activation strategy for C(sp(3))-H/C(sp(3))-H cross-coupling to access β-aromatic α-amino acids.

Authors:  Kaizhi Li; Qian Wu; Jingbo Lan; Jingsong You
Journal:  Nat Commun       Date:  2015-09-29       Impact factor: 14.919

4.  Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones.

Authors:  Xue Yan; Ying-De Tang; Cheng-Shi Jiang; Xigong Liu; Hua Zhang
Journal:  Molecules       Date:  2020-01-20       Impact factor: 4.411

  4 in total

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