Literature DB >> 29708741

Direct β-Alkylation of Ketones and Aldehydes via Pd-Catalyzed Redox Cascade.

Chengpeng Wang1, Guangbin Dong1.   

Abstract

We report a direct β-alkylation of ketones and aldehydes with simple alkyl bromides through a Pd-catalyzed redox-cascade strategy. The use of a Cu cocatalyst is important for improved efficiency. The reaction is redox-neutral, without the need for strong acids or bases. Both cyclic and acyclic ketones, as well as α-branched aldehydes, are suitable substrates for coupling with secondary and tertiary alkyl bromides. Concise formal synthesis of Zanapezil is achieved using this β-alkylation method.

Entities:  

Year:  2018        PMID: 29708741     DOI: 10.1021/jacs.8b03530

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

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Authors:  David Huang; Timothy R Newhouse
Journal:  Acc Chem Res       Date:  2021-02-16       Impact factor: 22.384

2.  Excited-State Palladium-Catalyzed 1,2-Spin-Center Shift Enables Selective C-2 Reduction, Deuteration, and Iodination of Carbohydrates.

Authors:  Gaoyuan Zhao; Wang Yao; Jaclyn N Mauro; Ming-Yu Ngai
Journal:  J Am Chem Soc       Date:  2021-01-19       Impact factor: 15.419

3.  Irradiation-induced palladium-catalyzed decarboxylative desaturation enabled by a dual ligand system.

Authors:  Wan-Min Cheng; Rui Shang; Yao Fu
Journal:  Nat Commun       Date:  2018-12-06       Impact factor: 14.919

4.  Access to β-Alkylated γ-Functionalized Ketones via Conjugate Additions to Arylideneisoxazol-5-ones and Mo(CO)6-Mediated Reductive Cascade Reactions.

Authors:  Antonio Macchia; Francesco F Summa; Guglielmo Monaco; Andreas Eitzinger; Armin R Ofial; Antonia Di Mola; Antonio Massa
Journal:  ACS Omega       Date:  2022-03-04
  4 in total

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