Literature DB >> 23160013

The tandem intermolecular hydroalkoxylation/Claisen rearrangement.

John M Ketcham1, Berenger Biannic, Aaron Aponick.   

Abstract

The Au(I)-catalyzed intermolecular hydroalkoxylation of alkynes with allylic alcohols to provide allyl vinyl ethers that subsequently undergo Claisen rearrangement is reported. This new cascade reaction strategy facilitates the direct formation of γ,δ-unsaturated ketones from simple starting materials in a single step.

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Year:  2012        PMID: 23160013     DOI: 10.1039/c2cc37166a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 in total

1.  Gold(I)-Catalyzed Desymmetrization of 1,4-Dienes by an Enantioselective Tandem Alkoxylation/Claisen Rearrangement.

Authors:  Hongmiao Wu; Weiwei Zi; Guigen Li; Hongjian Lu; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-01       Impact factor: 15.336

2.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

3.  Stereoselective Gold(I)-Catalyzed Intermolecular Hydroalkoxlation of Alkynes.

Authors:  Richard M P Veenboer; Stéphanie Dupuy; Steven P Nolan
Journal:  ACS Catal       Date:  2015-01-21       Impact factor: 13.084

4.  Substrate-Controlled Cu(OAc)2-Catalyzed Stereoselective Semi-Reduction of Alkynes with MeOH as the Hydrogen Source.

Authors:  Jiuzhong Huang; Xiaoning Li; Huiling Wen; Lu Ouyang; Nianhua Luo; Jianhua Liao; Renshi Luo
Journal:  ACS Omega       Date:  2021-04-22

5.  Gold-catalyzed intermolecular coupling of sulfonylacetylene with allyl ethers: [3,3]- and [1,3]-rearrangements.

Authors:  Jungho Jun; Hyu-Suk Yeom; Jun-Hyun An; Seunghoon Shin
Journal:  Beilstein J Org Chem       Date:  2013-08-22       Impact factor: 2.883

6.  Influence of bulky yet flexible N-heterocyclic carbene ligands in gold catalysis.

Authors:  Alba Collado; Scott R Patrick; Danila Gasperini; Sebastien Meiries; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2015-10-02       Impact factor: 2.883

7.  Towards the Ideal Synthesis of Homoallylic Ketones.

Authors:  Sofía Ferrer; Michael E Muratore; Antonio M Echavarren
Journal:  ChemCatChem       Date:  2014-12-04       Impact factor: 5.686

  7 in total

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