Literature DB >> 20931128

Studies in catalytic C-H amination involving nitrene C-H insertion.

Florence Collet1, Camille Lescot, Chungen Liang, Philippe Dauban.   

Abstract

Stereoselective catalytic intermolecular C-H amination of complex molecules is reported. Site-selective functionalizations occur with very good yields up to 91% and excellent d.e.s up to 99%. However, the precise nature of the nitrene C-H insertion remains a matter of debate despite several physical organic experiments.

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Year:  2010        PMID: 20931128     DOI: 10.1039/c0dt00283f

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  22 in total

1.  Selective intermolecular amination of C-H bonds at tertiary carbon centers.

Authors:  Jennifer L Roizen; David N Zalatan; J Du Bois
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-02       Impact factor: 15.336

2.  Chemo- and Enantioselective Intramolecular Silver-Catalyzed Aziridinations.

Authors:  Minsoo Ju; Cale D Weatherly; Ilia A Guzei; Jennifer M Schomaker
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-12       Impact factor: 15.336

3.  Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.

Authors:  Jun Pan; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-02       Impact factor: 15.336

4.  Total synthesis of (-)-N-methylwelwitindolinone C isothiocyanate.

Authors:  Alexander D Huters; Kyle W Quasdorf; Evan D Styduhar; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-08-11       Impact factor: 15.419

5.  Mechanism and Dynamics of Intramolecular C-H Insertion Reactions of 1-Aza-2-azoniaallene Salts.

Authors:  Xin Hong; Daniel A Bercovici; Zhongyue Yang; Nezar Al-Bataineh; Ramya Srinivasan; Ram C Dhakal; K N Houk; Matthias Brewer
Journal:  J Am Chem Soc       Date:  2015-07-07       Impact factor: 15.419

6.  Application of diazene-directed fragment assembly to the total synthesis and stereochemical assignment of (+)-desmethyl-meso-chimonanthine and related heterodimeric alkaloids.

Authors:  Stephen P Lathrop; Mohammad Movassaghi
Journal:  Chem Sci       Date:  2014-01-01       Impact factor: 9.825

7.  Rhodium-Catalyzed C-H Amination - An Enabling Method for Chemical Synthesis.

Authors:  J Du Bois
Journal:  Org Process Res Dev       Date:  2011-07-15       Impact factor: 3.317

8.  Sulfamate Esters Guide Selective Radical-Mediated Chlorination of Aliphatic C-H Bonds.

Authors:  Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-07       Impact factor: 15.336

9.  Inverting Steric Effects: Using "Attractive" Noncovalent Interactions To Direct Silver-Catalyzed Nitrene Transfer.

Authors:  Minxue Huang; Tzuhsiung Yang; Jonathan D Paretsky; John F Berry; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2017-11-20       Impact factor: 15.419

10.  Total synthesis of oxidized welwitindolinones and (-)-N-methylwelwitindolinone C isonitrile.

Authors:  Kyle W Quasdorf; Alexander D Huters; Michael W Lodewyk; Dean J Tantillo; Neil K Garg
Journal:  J Am Chem Soc       Date:  2012-01-11       Impact factor: 15.419

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