Literature DB >> 24867646

Synthesis of multi-substituted vinylsilanes via copper(I)-catalyzed hydrosilylation reactions of allenes and propiolate derivatives with silylboronates.

Yun-He Xu1, Liu-Hai Wu, Jun Wang, Teck-Peng Loh.   

Abstract

An efficient and general copper(I)-catalyzed method for the synthesis of multi-substituted vinylsilanes is reported. Multi-substituted allenes with electron-withdrawing groups and propiolate derivatives reacted well with (dimethylphenylsilyl)boronic acid pinacol ester to afford silyl-substituted butenoate derivatives and β-silyl-substituted acrylate derivatives, respectively. The corresponding products could be obtained in moderate to high yields and with good to excellent stereoselectivities.

Entities:  

Year:  2014        PMID: 24867646     DOI: 10.1039/c4cc01722f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination.

Authors:  Thomas J O'Connor; Binh Khanh Mai; Jordan Nafie; Peng Liu; F Dean Toste
Journal:  J Am Chem Soc       Date:  2021-08-16       Impact factor: 16.383

2.  Copper-Catalyzed Asymmetric Silylation of Propargyl Dichlorides: Access to Enantioenriched Functionalized Allenylsilanes.

Authors:  Zheng-Li Liu; Chao Yang; Qi-Yan Xue; Meng Zhao; Cui-Cui Shan; Yun-He Xu; Teck-Peng Loh
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-04       Impact factor: 15.336

3.  Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes.

Authors:  Aurora López; Alejandro Parra; Carlos Jarava-Barrera; Mariola Tortosa
Journal:  Chem Commun (Camb)       Date:  2015-12-28       Impact factor: 6.222

4.  Copper-Catalyzed Borylative Cross-Coupling of Allenes and Imines: Selective Three-Component Assembly of Branched Homoallyl Amines.

Authors:  James Rae; Kay Yeung; Joseph J W McDouall; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-03       Impact factor: 15.336

  4 in total

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