Literature DB >> 15816767

Kinetic study of various phosphoramidite ligands in the iridium-catalyzed allylic substitution.

Damien Polet1, Alexandre Alexakis.   

Abstract

[reaction: see text] A comparative kinetic study of seven ligands is presented which clearly shows that a slight difference in the substitution pattern of the aryl group on the amine moiety of the ligand dramatically alters the activity of the resulting iridium catalyst. Ligand L6 shows the most impressive kinetics as well as the highest enantioselectivities.

Entities:  

Year:  2005        PMID： 15816767     DOI： 10.1021/ol050350w

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  11 in total

1.  Development of an asymmetric trimethylenemethane cycloaddition reaction: application in the enantioselective synthesis of highly substituted carbocycles.

Authors:  Barry M Trost; Steven M Silverman; James P Stambuli
Journal:  J Am Chem Soc       Date:  2011-11-10       Impact factor: 15.419

2.  Enantioselective construction of pyrrolidines by palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines.

Authors:  Barry M Trost; Steven M Silverman
Journal:  J Am Chem Soc       Date:  2012-03-02       Impact factor: 15.419

3.  Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.

Authors:  John F Hartwig; Levi M Stanley
Journal:  Acc Chem Res       Date:  2010-09-28       Impact factor: 22.384

4.  Palladium-catalyzed asymmetric [3+2] cycloaddition of trimethylenemethane with imines.

Authors:  Barry M Trost; Steven M Silverman; James P Stambuli
Journal:  J Am Chem Soc       Date:  2007-09-21       Impact factor: 15.419

5.  Total synthesis of enantiopure (+)-gamma-lycorane using highly efficient Pd-catalyzed asymmetric allylic alkylation.

Authors:  Bruno D Chapsal; Iwao Ojima
Journal:  Org Lett       Date:  2006-03-30       Impact factor: 6.005

6.  Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines.

Authors:  Pandula T Kirinde Arachchige; Hanbin Lee; Chae S Yi
Journal:  J Org Chem       Date:  2018-04-24       Impact factor: 4.354

7.  Origins of enantioselectivity during allylic substitution reactions catalyzed by metallacyclic iridium complexes.

Authors:  Sherzod T Madrahimov; John F Hartwig
Journal:  J Am Chem Soc       Date:  2012-05-07       Impact factor: 15.419

8.  Regio- and enantioselective N-allylations of imidazole, benzimidazole, and purine heterocycles catalyzed by single-component metallacyclic iridium complexes.

Authors:  Levi M Stanley; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

9.  Iridium(I)-Catalyzed Regio- and Enantioselective Allylic Amidation.

Authors:  Om V Singh; Hyunsoo Han
Journal:  Tetrahedron Lett       Date:  2007-10-01       Impact factor: 2.415

10.  Computational ligand design in enantio- and diastereoselective ynamide [5+2] cycloisomerization.

Authors:  R N Straker; Q Peng; A Mekareeya; R S Paton; E A Anderson
Journal:  Nat Commun       Date:  2016-01-05       Impact factor: 14.919
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