Literature DB >> 31593605

Copper-Catalyzed Enantioselective Allylboration of Alkynes: Synthesis of Highly Versatile Multifunctional Building Blocks.

Eva Rivera-Chao1, Maider Mitxelena1, Jesús A Varela1, Martín Fañanás-Mastral1.   

Abstract

The first copper-catalyzed enantioselective allylboration of alkynes is reported. The method employs a multitasking chiral NHC-Cu catalyst and provides access to densely functionalized molecules from simple starting materials with excellent levels of chemo-, regio-, and enantioselectivity. These multifunctional products display highly versatile reactivity as shown by the synthesis of a variety of non-racemic molecular scaffolds. DFT calculations were conducted to gain insight into the high selectivity levels of this catalytic process.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; boron; copper; diversity-oriented synthesis; multicomponent reactions

Year:  2019        PMID: 31593605     DOI: 10.1002/anie.201910707

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


  3 in total

1.  Cu-catalyzed carboboration of acetylene with Michael acceptors.

Authors:  Tairan Cheng; Boxiang Liu; Rui Wu; Shifa Zhu
Journal:  Chem Sci       Date:  2022-06-08       Impact factor: 9.969

2.  Enantio- and Diastereoselective Copper-Catalyzed Allylboration of Alkynes with Allylic gem-Dichlorides.

Authors:  Andrea Chaves-Pouso; Andrés M Álvarez-Constantino; Martín Fañanás-Mastral
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-21       Impact factor: 16.823

3.  C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes.

Authors:  Ziyong Wang; Jason Wu; Walid Lamine; Bo Li; Jean-Marc Sotiropoulos; Anna Chrostowska; Karinne Miqueu; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-31       Impact factor: 16.823

  3 in total

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