Literature DB >> 22039310

Nickel-Catalyzed Cycloisomerization of Enynes: Catalyst Generation via C-H Activation of Carbene Ligands.

Thomas N Tekavec1, Janis Louie.   

Abstract

The combination of Ni(0) and an N-heterocyclic carbene act as a precatalyst for the cycloisomerization of enynes to afford 1,3-dienes. During the course of the reaction, a nickel hydride is formed from oxidative addition of the ortho C-H on the carbene ligand. Deuteriumn labeling studies are presented.

Entities:  

Year:  2008        PMID： 22039310      PMCID： PMC3203641          DOI： 10.1016/j.tet.2008.03.071

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  30 in total

Review 1.  Non-metathesis ruthenium-catalyzed C-C bond formation.

Authors:  B M Trost; F D Toste; A B Pinkerton
Journal:  Chem Rev       Date:  2001-07       Impact factor: 60.622

2.  Tandem Dielsminus signAlder Cycloadditions in Organic Synthesis.

Authors:  Jeffrey D. Winkler
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

3.  Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects.

Authors:  Vincent Ritleng; Claude Sirlin; Michel Pfeffer
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

Review 4.  Recent advances in natural product synthesis by using intramolecular Diels-Alder reactions.

Authors:  Ken-Ichi Takao; Ryosuke Munakata; Kin-ichi Tadano
Journal:  Chem Rev       Date:  2005-12       Impact factor: 60.622

5.  An intramolecular Diels-Alder approach to the eunicellins: enantioselective total syntheses of ophirin B and astrogorgin.

Authors:  Michael T Crimmins; Brandon H Brown; Hilary R Plake
Journal:  J Am Chem Soc       Date:  2006-02-01       Impact factor: 15.419

6.  Highly stable Cp*-Ir(III) complexes with N-heterocyclic carbene ligands as C-H activation catalysts for the deuteration of organic molecules.

Authors:  Rosa Corberán; Mercedes Sanaú; Eduardo Peris
Journal:  J Am Chem Soc       Date:  2006-03-29       Impact factor: 15.419

7.  Interaction of a bulky N-heterocyclic carbene ligand with Rh(I) and Ir(I). Double C-H activation and isolation of bare 14-electron Rh(III) and Ir(III) complexes.

Authors:  Natalie M Scott; Reto Dorta; Edwin D Stevens; Andrea Correa; Luigi Cavallo; Steven P Nolan
Journal:  J Am Chem Soc       Date:  2005-03-16       Impact factor: 15.419

8.  Easy activation of two C-H bonds of an N-heterocyclic carbene N-methyl group.

Authors:  Javier A Cabeza; Ignacio del Río; Daniel Miguel; M Gabriela Sánchez-Vega
Journal:  Chem Commun (Camb)       Date:  2005-07-05       Impact factor: 6.222

9.  Mechanistic aspects of transition metal catalysed 1,6-diene and 1,6-enyne cycloisomerisation reactions.

Authors:  Guy C Lloyd-Jones
Journal:  Org Biomol Chem       Date:  2003-01-21       Impact factor: 3.876

10.  Kinetics, thermodynamics, and effect of BPh3 on competitive C-C and C-H bond activation reactions in the interconversion of allyl cyanide by [Ni(dippe)].

Authors:  Nicole M Brunkan; Donna M Brestensky; William D Jones
Journal:  J Am Chem Soc       Date:  2004-03-24       Impact factor: 15.419
View more
  2 in total

1.  Nickel-catalyzed cycloadditive couplings of enynes and isocyanates.

Authors:  Brendan R D'Souza; Janis Louie
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

Review 2.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.