Literature DB >> 23565672

Nickel-catalyzed cycloaddition of vinylcyclopropanes to imines.

Rihoko Tombe1, Takuya Kurahashi, Seijiro Matsubara.   

Abstract

Nickel-catalyzed intermolecular [3 + 2] cycloaddition of vinylcyclopropanes to imines has been developed. This transformation generates substituted pyrrolidines in high yields, with good regio- and diastereo- selectivity under mild reaction conditions. A variety of imines can be used in this reaction. An asymmetric variant of the reaction has also been demonstrated.

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Year:  2013        PMID: 23565672     DOI: 10.1021/ol4005068

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Dearomatization of electron poor six-membered N-heterocycles through [3 + 2] annulation with aminocyclopropanes.

Authors:  Johannes Preindl; Shyamal Chakrabarty; Jérôme Waser
Journal:  Chem Sci       Date:  2017-08-25       Impact factor: 9.825

2.  A novel type of donor-acceptor cyclopropane with fluorine as the donor: (3 + 2)-cycloadditions with carbonyls.

Authors:  Haidong Liu; Lifang Tian; Hui Wang; Zhi-Qiang Li; Chi Zhang; Fei Xue; Chao Feng
Journal:  Chem Sci       Date:  2022-02-15       Impact factor: 9.825

3.  Cycloadditions of Donor-Acceptor Cyclopropanes and -butanes using S=N-Containing Reagents: Access to Cyclic Sulfinamides, Sulfonamides, and Sulfinamidines.

Authors:  Gwyndaf A Oliver; Maximilian N Loch; André U Augustin; Pit Steinbach; Mohammed Sharique; Uttam K Tambar; Peter G Jones; Christoph Bannwarth; Daniel B Werz
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-29       Impact factor: 16.823

4.  Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions.

Authors:  Jianhua Wang; Stephanie A Blaszczyk; Xiaoxun Li; Weiping Tang
Journal:  Chem Rev       Date:  2020-08-05       Impact factor: 72.087

  4 in total

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