Literature DB >> 15740119

Aerobic oxidative amination of unactivated alkenes catalyzed by palladium.

Jodie L Brice1, Jenna E Harang, Vitaliy I Timokhin, Natia R Anastasi, Shannon S Stahl.   

Abstract

The first examples of palladium-catalyzed oxidative amination of unactivated alkyl olefins have been identified. To be successful, these reactions must be conducted under cocatalyst-free conditions that involve direct dioxygen-coupled turnover of the palladium catalyst. The oxidative amination products of norbornene and other cyclic alkenes implicate a cis-aminopalladation mechanism.

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Year:  2005        PMID： 15740119     DOI： 10.1021/ja0433020

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


  28 in total

1.  Reversible alkene insertion into the Pd-N bond of Pd(II)-sulfonamidates and implications for catalytic amidation reactions.

Authors:  Paul B White; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2011-10-31       Impact factor: 15.419

2.  syn-1,2-Amino alcohols via diastereoselective allylic C-H amination.

Authors:  Kenneth J Fraunhoffer; M Christina White
Journal:  J Am Chem Soc       Date:  2007-05-22       Impact factor: 15.419

3.  Palladium-Catalyzed Carboetherification and Carboamination Reactions of γ-Hydroxy- and γ-Aminoalkenes for the Synthesis of Tetrahydrofurans and Pyrrolidines.

Authors:  John P Wolfe
Journal:  European J Org Chem       Date:  2007-02

4.  Selective synthesis of 5- or 6-aryl octahydrocyclopenta[b]pyrroles from a common precursor through control of competing pathways in a Pd-catalyzed reaction.

Authors:  Joshua E Ney; John P Wolfe
Journal:  J Am Chem Soc       Date:  2005-06-22       Impact factor: 15.419

5.  Intramolecular Pd-catalyzed carboetherification and carboamination. Influence of catalyst structure on reaction mechanism and product stereochemistry.

Authors:  Josephine S Nakhla; Jeff W Kampf; John P Wolfe
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

6.  Stereoselective Synthesis of Saturated Heterocycles via Pd-Catalyzed Alkene Carboetherification and Carboamination Reactions.

Authors:  John P Wolfe
Journal:  Synlett       Date:  2006-11-13       Impact factor: 2.454

7.  Mechanistic studies of Wacker-type amidocyclization of alkenes catalyzed by (IMes)Pd(TFA)2(H2O): kinetic and stereochemical implications of proton transfer.

Authors:  Xuan Ye; Paul B White; Shannon S Stahl
Journal:  J Org Chem       Date:  2012-11-30       Impact factor: 4.354

8.  Aerobic Linear Allylic C-H Amination: Overcoming Benzoquinone Inhibition.

Authors:  Christopher C Pattillo; Iulia I Strambeanu; Pilar Calleja; Nicolaas A Vermeulen; Tomokazu Mizuno; M Christina White
Journal:  J Am Chem Soc       Date:  2016-01-25       Impact factor: 15.419

9.  Direct, chemoselective N-tert-prenylation of indoles by C-H functionalization.

Authors:  Michael R Luzung; Chad A Lewis; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  Copper-catalyzed oxidative amination and allylic amination of alkenes.

Authors:  Timothy W Liwosz; Sherry R Chemler
Journal:  Chemistry       Date:  2013-07-22       Impact factor: 5.236
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