Literature DB >> 21599033

Gold-catalyzed approach to multisubstituted fulvenes via cycloisomerization of furan/ynes.

Yifeng Chen1, Yuanhong Liu.   

Abstract

A new approach to functionalized fulvenes with an enone or enal moiety has been developed through gold-catalyzed intramolecular cycloisomerization of furan/ynes with a two-carbon tether in between the furan and the triple bond. The reaction proceeds with complete regioselectivity via a 6-endo-cyclization and high stereoselectivity. Moreover, the E- or Z-stereochemistry of the double bond in fulvene products can be easily controlled by performing the reaction in different solvents.

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Year:  2011        PMID: 21599033     DOI: 10.1021/jo2004023

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.

Authors:  Alexey Kuznetsov; Anton Makarov; Aleksandr E Rubtsov; Alexander V Butin; Vladimir Gevorgyan
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

2.  Total Synthesis of (+)-Arborisidine.

Authors:  Zhiyao Zhou; Alison X Gao; Scott A Snyder
Journal:  J Am Chem Soc       Date:  2019-05-02       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

  3 in total

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