Literature DB >> 22751570

Stereoselective intermolecular C-H amination reactions.

Hélène Lebel1, Carl Trudel, Cédric Spitz.   

Abstract

A novel chiral N-mesyloxycarbamate to perform rhodium-catalyzed stereoselective C-H amination reactions is reported. Chiral benzylic and propargylic amines are produced in good yields and selectivities using ethyl acetate as solvent. The corresponding free amines are easily obtained by cleavage of the chiral reagent, which could also be recovered.

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Year:  2012        PMID： 22751570     DOI： 10.1039/c2cc33689h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  12 in total

1.  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

2.  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

3.  Chemoselective amination of propargylic C(sp³)-H bonds by cobalt(II)-based metalloradical catalysis.

Authors:  Hongjian Lu; Chaoqun Li; Huiling Jiang; Christopher L Lizardi; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-19       Impact factor: 15.336

4.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

Authors:  Jin Zhu; Yidong Wang; Aaron D Charlack; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2022-08-17       Impact factor: 16.383

5.  Convergent Total Synthesis of Yaku'amide A.

Authors:  Yu Cai; Zhiwei Ma; Jintao Jiang; Concordia C L Lo; Shi Luo; Ankur Jalan; Joseph M Cardon; Alexander Ramos; Diego A Moyá; Daniel Joaquin; Steven L Castle
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-21       Impact factor: 15.336

6.  Copper-catalyzed intermolecular amidation and imidation of unactivated alkanes.

Authors:  Ba L Tran; Bijie Li; Matthias Driess; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-01-30       Impact factor: 15.419

7.  Ligand-controlled, tunable silver-catalyzed C-H amination.

Authors:  Juliet M Alderson; Alicia M Phelps; Ryan J Scamp; Nicholas S Dolan; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2014-11-19       Impact factor: 15.419

8.  Intramolecular 1,5-C(sp3)-H Radical Amination via Co(II)-Based Metalloradical Catalysis for Five-Membered Cyclic Sulfamides.

Authors:  Hongjian Lu; Kai Lang; Huiling Jiang; Lukasz Wojtas; X Peter Zhang
Journal:  Chem Sci       Date:  2016-07-28       Impact factor: 9.825

9.  Copper-catalyzed direct transformation of simple alkynes to alkenyl nitriles via aerobic oxidative N-incorporation.

Authors:  Xiaoqiang Huang; Xinyao Li; Ning Jiao
Journal:  Chem Sci       Date:  2015-07-20       Impact factor: 9.825

10.  Site-selective nitrenoid insertions utilizing postfunctionalized bifunctional rhodium(ii) catalysts.

Authors:  Jan-Philipp Berndt; Yevhenii Radchenko; Jonathan Becker; Christian Logemann; Dhaka R Bhandari; Radim Hrdina; Peter R Schreiner
Journal:  Chem Sci       Date:  2019-02-06       Impact factor: 9.825
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