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Literature DB >> 25727074

Copper/palladium synergistic catalysis for the syn- and anti-selective carboboration of alkenes.

Kaitlyn M Logan¹, Kevin B Smith, M Kevin Brown.

Abstract

A method for the diastereoselective carboboration of 1,2-disubstituted styrenes with aryl/vinyl bromides and (Bpin)2 is reported. High diastereoselectivities and yields are observed for the formation of either diastereomer of the product from a single alkene isomer. These reactions provide access to a diverse range of structures from simple starting materials.

Entities: Chemical Gene

Keywords: carboboration; copper; cross-coupling; palladium; synergistic catalysis

Year: 2015 PMID： 25727074 DOI： 10.1002/anie.201500396

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

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Cited

37 in total

1. Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Authors: Xiben Li; Fanke Meng; Sebastian Torker; Ying Shi; Amir H Hoveyda
Journal: Angew Chem Int Ed Engl Date: 2016-07-20 Impact factor: 15.336

10. Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.

Authors: Yuan Huang; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2019-03-27 Impact factor: 15.336

Copper/palladium synergistic catalysis for the syn- and anti-selective carboboration of alkenes.

1. Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

2. Transition-Metal-Catalyzed 1,2-Carboboration of Alkenes: Strategies, Mechanisms, and Stereocontrol.

3. Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

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

5. Enantio- and Diastereoselective 1,2-Additions to α-Ketoesters with Diborylmethane and Substituted 1,1-Diborylalkanes.

6. Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.

7. Catalytic Enantioselective Arylboration of Alkenylarenes.

8. A Dual Palladium and Copper Hydride Catalyzed Approach for Alkyl-Aryl Cross-Coupling of Aryl Halides and Olefins.

9. Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes.

10. Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.