Literature DB >> 27682640

Highly Diastereo- and Enantioselective Cu-Catalyzed Borylative Coupling of 1,3-Dienes and Aldimines.

Liyin Jiang1,2, Peng Cao3,4, Min Wang1,2, Bin Chen5, Bing Wang1,2, Jian Liao6,7,8.   

Abstract

A Cu-catalyzed diastereo- and enantioselective borylative coupling reaction of 1,3-dienes with imines was realized. Branched homoallylic amines are readily prepared in a syn-selective manner with high regio-, diastereo- and enantioselectivity. Moreover, these three-component coupling reactions feature good functional-group compatibility and easy access to the substrates and catalyst.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,3-dienes; asymmetric catalysis; borylative coupling; copper; imines

Year:  2016        PMID： 27682640     DOI： 10.1002/anie.201607493

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


  15 in total

1.  Copper-Catalyzed Borylacylation of Activated Alkenes with Acid Chlorides.

Authors:  Yuan Huang; Kevin B Smith; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-18       Impact factor: 15.336

2.  Catalyst Controlled Regiodivergent Arylboration of Dienes.

Authors:  Stephen R Sardini; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-07-12       Impact factor: 15.419

3.  Diastereo- and Enantioselective Synthesis of Homoallylic Amines Bearing Quaternary Carbon Centers.

Authors:  Jacob C Green; Joseph M Zanghi; Simon J Meek
Journal:  J Am Chem Soc       Date:  2020-01-17       Impact factor: 15.419

4.  Racemic Vinylallenes in Catalytic Enantioselective Multicomponent Processes: Rapid Generation of Complexity through 1,6-Conjugate Additions.

Authors:  Youming Huang; Sebastian Torker; Xinghan Li; Juan Del Pozo; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-06       Impact factor: 15.336

5.  Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis.

Authors:  Kevin B Smith; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-06-05       Impact factor: 15.419

6.  Organoboron chemistry comes to light: recent advances in photoinduced synthetic approaches to organoboron compounds.

Authors:  Viet D Nguyen; Vu T Nguyen; Shengfei Jin; Hang T Dang; Oleg V Larionov
Journal:  Tetrahedron       Date:  2018-12-24       Impact factor: 2.457

7.  Copper-Catalyzed Heteroarylboration of 1,3-Dienes with 3-Bromopyridines: A cine Substitution.

Authors:  Kevin B Smith; Yuan Huang; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-26       Impact factor: 15.336

Review 8.  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

9.  Enantioselective Rhodium-Catalyzed Coupling of Arylboronic Acids, 1,3-Enynes, and Imines by Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Michael Callingham; Benjamin M Partridge; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-24       Impact factor: 15.336

10.  α- and β-Functionalized Ketones from 1,3-Dienes and Aldehydes: Control of Regio- and Enantioselectivity in Hydroacylation of 1,3-Dienes.

Authors:  Mahesh M Parsutkar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2021-08-05       Impact factor: 15.419
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