Literature DB >> 24986738

Copper-catalyzed borylative allyl-allyl coupling reaction.

Kazuhiko Semba1, Naoto Bessho, Tetsuaki Fujihara, Jun Terao, Yasushi Tsuji.   

Abstract

Borylative allyl-allyl coupling using allenes, bis(pinacolato)diboron, and allyl phosphates has been developed in the presence of a copper catalyst bearing an N-heterocyclic carbene ligand. The reaction affords boryl-substituted 1,5-diene derivatives in good to high yields with high regioselectivity and Z selectivity.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CC coupling; allenes; allylic compounds; boron; copper

Year:  2014        PMID： 24986738     DOI： 10.1002/anie.201404173

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


  9 in total

1.  Copper Catalysis for Synthesizing Main-Group Organometallics Containing B, Sn or Si.

Authors:  Hiroto Yoshida
Journal:  Chem Rec       Date:  2016-01-20       Impact factor: 6.771

2.  Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenes to Cyclobutenes.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-18       Impact factor: 15.336

3.  Enantioselective Generation of Adjacent Stereocenters in a Copper-Catalyzed Three-Component Coupling of Imines, Allenes, and Diboranes.

Authors:  Kay Yeung; Rebecca E Ruscoe; James Rae; Alexander P Pulis; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-19       Impact factor: 15.336

4.  Highly selective olefin-assisted palladium-catalyzed oxidative carbocyclization via remote olefin insertion.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  Chem Sci       Date:  2016-09-15       Impact factor: 9.825

Review 5.  Enantioselective copper catalysed, direct functionalisation of allenes via allyl copper intermediates.

Authors:  Alexander P Pulis; Kay Yeung; David J Procter
Journal:  Chem Sci       Date:  2017-06-08       Impact factor: 9.825

6.  A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes.

Authors:  Ding-Wei Ji; Yan-Cheng Hu; Hao Zheng; Chao-Yang Zhao; Qing-An Chen; Vy M Dong
Journal:  Chem Sci       Date:  2019-05-16       Impact factor: 9.825

7.  Ru-catalyzed isomerization of ω-alkenylboronates towards stereoselective synthesis of vinylboronates with subsequent in situ functionalization.

Authors:  Guo-Ming Ho; Lucas Segura; Ilan Marek
Journal:  Chem Sci       Date:  2020-05-26       Impact factor: 9.825

8.  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

9.  Cu-catalyzed C-C bond formation of vinylidene cyclopropanes with carbon nucleophiles.

Authors:  Jichao Chen; Shang Gao; Ming Chen
Journal:  Chem Sci       Date:  2019-10-09       Impact factor: 9.825
  9 in total

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