Literature DB >> 22940873

Role of gold in a complex cascade reaction involving two electrocyclization steps.

Jason G Harrison1, Dean J Tantillo.   

Abstract

Quantum chemical computations (B3LYP/LACVP**) were applied to assess the impact of Au(I) complexation on activation barriers for sequential electrocyclization reactions (one a 1,2-dihydroazete ring-opening and another a pentadienyl cation ring-closure) proposed to occur during a complex reaction cascade that converts alkynes and imines to cyclopentenimines.

Entities:  

Year:  2012        PMID: 22940873     DOI: 10.1007/s00894-012-1558-1

Source DB:  PubMed          Journal:  J Mol Model        ISSN: 0948-5023            Impact factor:   1.810


  30 in total

1.  Cycloaddition/Ring opening reaction sequences of N-alkenyl aziridines: influence of the aziridine nitrogen on stereoselectivity.

Authors:  Matthew R Siebert; Andrei K Yudin; Dean J Tantillo
Journal:  Org Lett       Date:  2007-12-04       Impact factor: 6.005

2.  Gold-catalyzed organic reactions.

Authors:  A Stephen K Hashmi
Journal:  Chem Rev       Date:  2007-06-20       Impact factor: 60.622

Review 3.  Gold-catalyzed organic transformations.

Authors:  Zigang Li; Chad Brouwer; Chuan He
Journal:  Chem Rev       Date:  2008-07-10       Impact factor: 60.622

4.  Gold-catalyzed one-step practical synthesis of oxetan-3-ones from readily available propargylic alcohols.

Authors:  Longwu Ye; Weimin He; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-06-30       Impact factor: 15.419

5.  Mechanism study of the gold-catalyzed cycloisomerization of alpha-aminoallenes: oxidation state of active species and influence of counterion.

Authors:  Rong-Xiu Zhu; Dong-Ju Zhang; Jin-Xin Guo; Jing-Lin Mu; Chong-Gang Duan; Cheng-Bu Liu
Journal:  J Phys Chem A       Date:  2010-04-08       Impact factor: 2.781

6.  Alkynes as equivalents of alpha-diazo ketones in generating alpha-oxo metal carbenes: a gold-catalyzed expedient synthesis of dihydrofuran-3-ones.

Authors:  Longwu Ye; Li Cui; Guozhu Zhang; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-03-17       Impact factor: 15.419

7.  Gold-catalyzed synthesis of aromatic azo compounds from anilines and nitroaromatics.

Authors:  Abdessamad Grirrane; Avelino Corma; Hermenegildo García
Journal:  Science       Date:  2008-12-12       Impact factor: 47.728

8.  Intermolecular reaction of internal alkynes and imines: propargyl tosylates as key partners in a gold-catalyzed [4 + 1] unusual cyclization leading to cyclopent-2-enimines.

Authors:  Samuel Suárez-Pantiga; Eduardo Rubio; Carmen Alvarez-Rúa; José M González
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

9.  The reaction mechanism of the hydroamination of alkenes catalyzed by gold(I)-phosphine: the role of the counterion and the N-nucleophile substituents in the proton-transfer step.

Authors:  Gábor Kovács; Gregori Ujaque; Agustí Lledós
Journal:  J Am Chem Soc       Date:  2008-01-01       Impact factor: 15.419

10.  Tandem gold(I)-catalyzed cyclization/electrophilic cyclopropanation of vinyl allenes.

Authors:  Gilles Lemière; Vincent Gandon; Kevin Cariou; Takahide Fukuyama; Anne-Lise Dhimane; Louis Fensterbank; Max Malacria
Journal:  Org Lett       Date:  2007-04-25       Impact factor: 6.005

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