Literature DB >> 21528904

Ni-catalyzed ketene cycloaddition: a system that resists the formation of decarbonylation side products.

Puneet Kumar1, Dawn M Troast, Rodrigo Cella, Janis Louie.   

Abstract

Ni-phosphine complexes were used as catalysts for the cycloaddition of various ketenes and diynes. In general, 2,4-cyclohexadienones were formed instead of products arising from decarbonylation of the ketenes.

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Year:  2011        PMID: 21528904      PMCID: PMC3107595          DOI: 10.1021/ja2007627

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  18 in total

1.  Transition Metal-Mediated Cycloaddition Reactions.

Authors:  Mark Lautens; Wolfgang Klute; William Tam
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  Nickel-catalyzed cycloaddition of unsaturated hydrocarbons and carbonyl compounds.

Authors:  Thomas N Tekavec; Thomas N Tekevac; Janis Louie
Journal:  Org Lett       Date:  2005-09-01       Impact factor: 6.005

3.  Schizanrins [corrected] B, C, D, and E, four new lignans from Kadsura matsudai and their antihepatitis activities.

Authors:  Y H Kuo; S Y Li; R L Huang; M D Wu; H C Huang; K H Lee
Journal:  J Nat Prod       Date:  2001-04       Impact factor: 4.050

4.  A nickel-catalyzed route to pyridines.

Authors:  Michael M McCormick; Hung A Duong; Gang Zuo; Janis Louie
Journal:  J Am Chem Soc       Date:  2005-04-13       Impact factor: 15.419

5.  Rhodium-catalyzed chemo-, regio-, and enantioselective [2 + 2 + 2] cycloaddition of alkynes with isocyanates.

Authors:  Ken Tanaka; Azusa Wada; Keiichi Noguchi
Journal:  Org Lett       Date:  2005-10-13       Impact factor: 6.005

6.  Ruthenium-catalyzed cyclization of alkyne-epoxide functionalities through alternation of the substituent and structural skeleton of epoxides.

Authors:  Lin Ming-Yuan; Reniguntala J Madhushaw; Rai-Shung Liu
Journal:  J Org Chem       Date:  2004-10-29       Impact factor: 4.354

7.  Catalytic asymmetric synthesis of all-carbon quaternary stereocenters.

Authors:  Christopher J Douglas; Larry E Overman
Journal:  Proc Natl Acad Sci U S A       Date:  2004-01-14       Impact factor: 11.205

8.  Double C-H activation during functionalization of phenyl(methyl)ketene on iridium(I) using alkynes. synthesis of 1,4-dien-3-ones.

Authors:  Douglas B Grotjahn; Justin M Hoerter; John L Hubbard
Journal:  J Am Chem Soc       Date:  2004-07-28       Impact factor: 15.419

9.  Nickel-catalyzed cycloaddition of alkynes and isocyanates.

Authors:  Hung A Duong; Michael J Cross; Janis Louie
Journal:  J Am Chem Soc       Date:  2004-09-22       Impact factor: 15.419

10.  Kadsuphilols A-H, oxygenated lignans from Kadsura philippinensis.

Authors:  Ya-Ching Shen; Yuan-Bin Cheng; Ting-Wei Lan; Chia-Ching Liaw; Shorong-Shii Liou; Yao-Haur Kuo; Ashraf Taha Khalil
Journal:  J Nat Prod       Date:  2007-07-04       Impact factor: 4.050

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  6 in total

1.  A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles.

Authors:  Puneet Kumar; Simon Prescher; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

2.  An expeditious route to eight-membered heterocycles by nickel-catalyzed cycloaddition: low-temperature C(sp)2-C(sp)3 bond cleavage.

Authors:  Puneet Kumar; Kainan Zhang; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-17       Impact factor: 15.336

3.  A single step approach to piperidines via Ni-catalyzed β-carbon elimination.

Authors:  Puneet Kumar; Janis Louie
Journal:  Org Lett       Date:  2012-04-02       Impact factor: 6.005

4.  Ni(NHC)]-catalyzed cycloaddition of diynes and tropone: apparent enone cycloaddition involving an 8π insertion.

Authors:  Puneet Kumar; Ashish Thakur; Xin Hong; K N Houk; Janis Louie
Journal:  J Am Chem Soc       Date:  2014-12-05       Impact factor: 15.419

5.  Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems.

Authors:  Lucía Saya; Israel Fernández; Fernando López; José L Mascareñas
Journal:  Org Lett       Date:  2014-09-18       Impact factor: 6.005

6.  Catalytic [2 + 2 + 2] cycloaddition with indium(iii)-activated formaldimines: a practical and selective access to hexahydropyrimidines and 1,3-diamines from alkenes.

Authors:  Hui Zhou; Hetti Handi Chaminda Lakmal; Jonathan M Baine; Henry U Valle; Xue Xu; Xin Cui
Journal:  Chem Sci       Date:  2017-07-24       Impact factor: 9.825

  6 in total

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