Literature DB >> 31162790

Cobalt-Catalyzed Diastereo- and Enantioselective Hydroalkenylation of Cyclopropenes with Alkenylboronic Acids.

Haiyan Zhang1, Wei Huang1, Tongtong Wang1, Fanke Meng1.   

Abstract

Catalytic diastereo- and enantioselective hydroalkenylation of 3,3-disubstituted cyclopropenes with readily accessible alkenylboronic acids, promoted by a chiral phosphine/Co complex, is presented. Such a process constitutes the unprecedented and direct introduction of a wide range of alkenyl groups onto the cyclopropane motif to afford multisubstituted cyclopropanes in up to 95 % yield with greater than 95:5 d.r. and 99:1 e.r. Functionalization of the products delivered enantioenriched cyclopropanes that are otherwise difficult to access.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boronic acids; cobalt; enantioselectivity; reaction mechanisms; small ring systems

Year:  2019        PMID: 31162790     DOI: 10.1002/anie.201904994

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


  5 in total

1.  Enantioselective Hydroalkenylation of Olefins with Enol Sulfonates Enabled by Dual Copper Hydride and Palladium Catalysis.

Authors:  Alexander W Schuppe; James Levi Knippel; Gustavo M Borrajo-Calleja; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2021-03-30       Impact factor: 15.419

2.  Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters.

Authors:  Kaushalendra Patel; Veeranjaneyulu Lanke; Ilan Marek
Journal:  J Am Chem Soc       Date:  2022-04-12       Impact factor: 16.383

3.  Regio- and Diastereoselective Carbometalation Reaction of Cyclopropenes.

Authors:  Yair Cohen; Ilan Marek
Journal:  Acc Chem Res       Date:  2022-09-14       Impact factor: 24.466

Review 4.  Stereospecific nucleophilic substitution at tertiary and quaternary stereocentres.

Authors:  Veeranjaneyulu Lanke; Ilan Marek
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

5.  Pd-Catalyzed Enantioselective Hydroalkynylation of Cyclopropenes.

Authors:  Longyang Dian; Ilan Marek
Journal:  ACS Catal       Date:  2019-12-26       Impact factor: 13.084

  5 in total

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