Literature DB >> 18808132

Nickel-catalyzed borylative ring-opening reaction of vinylcyclopropanes with bis(pinacolato)diboron yielding allylic boronates.

Yuto Sumida1, Hideki Yorimitsu, Koichiro Oshima.   

Abstract

Vinylcyclopropanes bearing one or two electron-withdrawing groups on the cyclopropane ring undergo nickel-catalyzed borylative ring opening with bis(pinacolato)diboron to yield allylic boronates. The reaction proceeded with high E selectivity.

Entities:  

Year:  2008        PMID： 18808132     DOI： 10.1021/ol801982d

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


  7 in total

1.  Nickel-catalyzed allylic substitution of simple alkenes.

Authors:  Ryosuke Matsubara; Timothy F Jamison
Journal:  Chem Asian J       Date:  2011-03-08

2.  Ni- and Pd-catalyzed synthesis of substituted and functionalized allylic boronates.

Authors:  Ping Zhang; Ian A Roundtree; James P Morken
Journal:  Org Lett       Date:  2012-02-29       Impact factor: 6.005

3.  Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

Authors:  Kaitlyn M Logan; Stephen R Sardini; Sean D White; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-12-22       Impact factor: 15.419

4.  Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.

Authors:  Stephen R Sardini; Alison L Lambright; Grace L Trammel; Humair M Omer; Peng Liu; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2019-06-04       Impact factor: 15.419

5.  Polarity inversion of donor-acceptor cyclopropanes: disubstituted δ-lactones via enantioselective iridium catalysis.

Authors:  Joseph Moran; Austin G Smith; Ryan M Carris; Jeffrey S Johnson; Michael J Krische
Journal:  J Am Chem Soc       Date:  2011-10-31       Impact factor: 15.419

6.  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

7.  Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage.

Authors:  Chenhui Chen; Hongliang Wang; Yufeng Sun; Jiayan Cui; Jianbo Xie; Yang Shi; Shijia Yu; Xin Hong; Zhan Lu
Journal:  iScience       Date:  2020-03-17
  7 in total

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