Literature DB >> 17944482

Gold(I)-catalyzed three-component additions of 2-(arylmethylene)cyclopropylcarbinols, terminal arynes, and alcohols: an efficient access to 3-oxabicyclo[3.1.0]hexanes.

Guo-Qiang Tian1, Min Shi.   

Abstract

Catalyzed by gold(I), (E)- and (Z)-2-(arylmethylene)cyclopropylcarbinols, terminal arynes, and alcohols underwent three-component addition reactions to produce 3-oxabicyclo[3.1.0]hexanes in high yields and moderate diastereoselectivities under mild conditions. A plausible mechanism based on an intermolecular tandem hydroalkoxylation/Prins-type reaction pathway has been proposed.

Entities:  

Year:  2007        PMID: 17944482     DOI: 10.1021/ol702341a

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


  6 in total

1.  Enantioselective synthesis of cyclic carbamimidates via a three-component reaction of imines, terminal alkynes, and p-toluenesulfonylisocyanate using a monophosphine gold(I) catalyst().

Authors:  Matthew J Campbell; F Dean Toste
Journal:  Chem Sci       Date:  2011-05-12       Impact factor: 9.825

2.  Gold-catalyzed three-component coupling: oxidative oxyarylation of alkenes.

Authors:  Asa D Melhado; William E Brenzovich; Aaron D Lackner; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

3.  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

4.  Gold-catalyzed reaction of oxabicyclic alkenes with electron-deficient terminal alkynes to produce acrylate derivatives.

Authors:  Yin-Wei Sun; Qin Xu; Min Shi
Journal:  Beilstein J Org Chem       Date:  2013-10-01       Impact factor: 2.883

5.  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

Review 6.  Gold Catalyzed Multicomponent Reactions beyond A³ Coupling.

Authors:  Renso Visbal; Sara Graus; Raquel P Herrera; M Concepción Gimeno
Journal:  Molecules       Date:  2018-09-04       Impact factor: 4.411

  6 in total

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