Literature DB >> 21049947

Rhodium-catalyzed selective anti-Markovnikov addition of carboxylic acids to alkynes.

Alexandre Lumbroso1, Nicolas R Vautravers, Bernhard Breit.   

Abstract

The selective intermolecular anti-Markovnikov addition of carboxylic acids to terminal alkynes yielding valuable Z-enol esters has been achieved for the first time under rhodium-catalyzed conditions. The catalyst system is applicable to a broad substrate scope and displays a wide functional group tolerance.

Entities:  

Year:  2010        PMID: 21049947     DOI: 10.1021/ol102365e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Catalytic Enantioselective Hydrovinylation of Trialkylsilyloxy and Acetoxy-1,3-Dienes: Cationic Co(I) Complexes for the Synthesis of Chiral Enolate Surrogates and Their Applications for Synthesis of Ketones and Cross-Coupling Reagents in High Enantiomeric Purity.

Authors:  Souvagya Biswas; Kendra R Dewese; Balaram Raya; T V RajanBabu
Journal:  ACS Catal       Date:  2022-04-14       Impact factor: 13.700

2.  Interplay between the Directing Group and Multifunctional Acetate Ligand in Pd-Catalyzed anti-Acetoxylation of Unsymmetrical Dialkyl-Substituted Alkynes.

Authors:  Javier Corpas; Enrique M Arpa; Romain Lapierre; Inés Corral; Pablo Mauleón; Ramón Gómez Arrayás; Juan C Carretero
Journal:  ACS Catal       Date:  2022-05-19       Impact factor: 13.700

3.  Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes.

Authors:  Stéphanie Dupuy; Danila Gasperini; Steven P Nolan
Journal:  ACS Catal       Date:  2015-10-12       Impact factor: 13.084

4.  Copper-catalyzed direct transformation of simple alkynes to alkenyl nitriles via aerobic oxidative N-incorporation.

Authors:  Xiaoqiang Huang; Xinyao Li; Ning Jiao
Journal:  Chem Sci       Date:  2015-07-20       Impact factor: 9.825

5.  Phosphine-Free Ru-Catalyzed Regio- and Stereoselective Addition of Benzoic Acids to Trifluoromethylated Alkynes toward Facile Access to Trifluoromethyl Group-Substituted (E)-Enol Esters.

Authors:  Guangyuan Liu; Xingxing Zhang; Guanghua Kuang; Naihao Lu; Yang Fu; Yiyuan Peng; Qiang Xiao; Yirong Zhou
Journal:  ACS Omega       Date:  2020-02-20
  5 in total

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