Literature DB >> 25758950

Stereoselective nickel-catalyzed [2+2] cycloadditions of ene-allenes.

Njamkou N Noucti1, Erik J Alexanian.   

Abstract

A stereoselective nickel-catalyzed [2+2] cycloaddition of ene-allenes is reported. This transformation encompasses a broad range of ene-allene substrates, thus providing efficient access to fused cyclobutanes from easily accessed π-components. A simple and inexpensive first-row catalytic system comprised of [Ni(cod)2 ] and dppf was used in this process, thus constituting an attractive approach to synthetically challenging cyclobutane frameworks under mild reaction conditions.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; allenes; carbocycles; cycloaddition; nickel

Year:  2015        PMID: 25758950     DOI: 10.1002/anie.201411737

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

1.  Nickel-Catalyzed Reductive [2+2] Cycloaddition of Alkynes.

Authors:  Santiago Cañellas; John Montgomery; Miquel À Pericàs
Journal:  J Am Chem Soc       Date:  2018-12-10       Impact factor: 15.419

2.  Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.

Authors:  Mahesh M Parsutkar; Vinayak Vishnu Pagar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-09-12       Impact factor: 15.419

3.  Intramolecular Chirality Transfer [2 + 2] Cycloadditions of Allenoates and Alkenes.

Authors:  Yao Xu; Young J Hong; Dean J Tantillo; M Kevin Brown
Journal:  Org Lett       Date:  2017-07-07       Impact factor: 6.005

4.  Synthesis of ent-[3]-Ladderanol: Development and Application of Intramolecular Chirality Transfer [2+2] Cycloadditions of Allenic Ketones and Alkenes.

Authors:  Nathan J Line; Brittany P Witherspoon; Erin N Hancock; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-10-06       Impact factor: 15.419

5.  Cobalt-Catalyzed [2π + 2π] Cycloadditions of Alkenes: Scope, Mechanism, and Elucidation of Electronic Structure of Catalytic Intermediates.

Authors:  Valerie A Schmidt; Jordan M Hoyt; Grant W Margulieux; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2015-06-12       Impact factor: 15.419

6.  Zirconocene catalyzed diastereoselective carbometalation of cyclobutenes.

Authors:  Sudipta Raha Roy; Hendrik Eijsberg; Jeffrey Bruffaerts; Ilan Marek
Journal:  Chem Sci       Date:  2016-08-30       Impact factor: 9.825

7.  A rhodium catalyzed cycloisomerization and tandem Diels-Alder reaction for facile access to diverse bicyclic and tricyclic heterocycles.

Authors:  Yirong Zhou; Ali Nikbakht; Felix Bauer; Bernhard Breit
Journal:  Chem Sci       Date:  2019-04-03       Impact factor: 9.825

8.  Iron-Catalyzed Vinylsilane Dimerization and Cross-Cycloadditions with 1,3-Dienes: Probing the Origins of Chemo- and Regioselectivity.

Authors:  C Rose Kennedy; Matthew V Joannou; Janelle E Steves; Jordan M Hoyt; Carli B Kovel; Paul J Chirik
Journal:  ACS Catal       Date:  2021-01-13       Impact factor: 13.084

  8 in total

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