Literature DB >> 31755199

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes.

Jun He1, Yuhang Xue1, Bo Han1, Chunzhu Zhang1, You Wang1, Shaolin Zhu1.   

Abstract

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; asymmetric catalysis; carboamination; nickel; synthetic methods

Year:  2019        PMID: 31755199     DOI: 10.1002/anie.201913743

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


  6 in total

1.  Nickel-Catalyzed Enantioselective Reductive Alkyl-Carbamoylation of Internal Alkenes.

Authors:  Xianqing Wu; Aneta Turlik; Baixue Luan; Feng He; Jingping Qu; K N Houk; Yifeng Chen
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-25       Impact factor: 16.823

Review 2.  Recent Advances in 1,2-Amino(hetero)arylation of Alkenes.

Authors:  Yungeun Kwon; Qiu Wang
Journal:  Chem Asian J       Date:  2022-05-03

3.  Ni-catalyzed carbamoylation of unactivated alkenes for stereoselective construction of six-membered lactams.

Authors:  Chenhuan Zhang; Xianqing Wu; Tingting Xia; Jingping Qu; Yifeng Chen
Journal:  Nat Commun       Date:  2022-10-10       Impact factor: 17.694

4.  Ni-Catalyzed Oxygen Transfer from N2O onto sp3-Hybridized Carbons.

Authors:  Shengyang Ni; Franck Le Vaillant; Ana Mateos-Calbet; Ruben Martin; Josep Cornella
Journal:  J Am Chem Soc       Date:  2022-09-26       Impact factor: 16.383

5.  Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction.

Authors:  Yangyang Li; Yuqiang Li; Long Peng; Dong Wu; Lei Zhu; Guoyin Yin
Journal:  Chem Sci       Date:  2020-09-09       Impact factor: 9.825

6.  General stereoretentive preparation of chiral secondary mixed alkylmagnesium reagents and their use for enantioselective electrophilic aminations.

Authors:  Alexander Kremsmair; Henrik R Wilke; Matthias M Simon; Quirin Schmidt; Konstantin Karaghiosoff; Paul Knochel
Journal:  Chem Sci       Date:  2021-10-19       Impact factor: 9.825

  6 in total

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