Literature DB >> 17944479

Copper-catalyzed alkene aziridination with N-tosyloxycarbamates.

Hélène Lebel1, Sylvain Lectard, Michaël Parmentier.   

Abstract

Pyridine copper complexes were found as active catalysts for the intramolecular aziridination of allylic N-tosyloxycarbamates and the intermolecular aziridination of styrenes with trichloroethyl N-tosyloxycarbamates. Free aziridines were easily obtained by basic deprotection of the trichloroethyl group.

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Year:  2007        PMID: 17944479     DOI: 10.1021/ol702152e

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


  13 in total

1.  Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer.

Authors:  Ryan J Scamp; Bradley Scheffer; Jennifer M Schomaker
Journal:  Chem Commun (Camb)       Date:  2019-06-20       Impact factor: 6.222

2.  Direct stereospecific synthesis of unprotected N-H and N-Me aziridines from olefins.

Authors:  Jawahar L Jat; Mahesh P Paudyal; Hongyin Gao; Qing-Long Xu; Muhammed Yousufuddin; Deepa Devarajan; Daniel H Ess; László Kürti; John R Falck
Journal:  Science       Date:  2014-01-03       Impact factor: 47.728

3.  Asymmetric Radical Bicyclization of Allyl Azidoformates via Cobalt(II)-Based Metalloradical Catalysis.

Authors:  Huiling Jiang; Kai Lang; Hongjian Lu; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2017-06-29       Impact factor: 15.419

4.  Dihydropyranone formation by ipso C-H activation in a glucal 3-carbamate-derived rhodium acyl nitrenoid.

Authors:  Brisa Hurlocker; Nadia C Abascal; Lindsay M Repka; Elsy Santizo-Deleon; Abigail L Smenton; Victoria Baranov; Ritu Gupta; Sarah E Bernard; Shenjuti Chowdhury; Christian M Rojas
Journal:  J Org Chem       Date:  2011-03-07       Impact factor: 4.354

5.  Catalyst-Controlled and Tunable, Chemoselective Silver-Catalyzed Intermolecular Nitrene Transfer: Experimental and Computational Studies.

Authors:  Nicholas S Dolan; Ryan J Scamp; Tzuhsiung Yang; John F Berry; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2016-10-26       Impact factor: 15.419

6.  Metal-Catalyzed and Metal-Free Intermolecular Amination of Light Alkanes and Benzenes.

Authors:  Pericles Stavropoulos
Journal:  Comments Mod Chem A Comments Inorg Chem       Date:  2016-04-29       Impact factor: 4.533

7.  Scope and mechanism of intramolecular aziridination of cyclopent-3-enyl-methylamines to 1-azatricyclo[2.2.1.0(2,6)]heptanes with lead tetraacetate.

Authors:  Huayou Hu; Juan A Faraldos; Robert M Coates
Journal:  J Am Chem Soc       Date:  2009-08-26       Impact factor: 15.419

8.  Chemoselective allene aziridination via Ag(I) catalysis.

Authors:  Jared W Rigoli; Cale D Weatherly; Brian T Vo; Samuel Neale; Alan R Meis; Jennifer M Schomaker
Journal:  Org Lett       Date:  2012-12-24       Impact factor: 6.005

9.  Metalloradical activation of carbonyl azides for enantioselective radical aziridination.

Authors:  Xavier Riart-Ferrer; Peng Sang; Jingran Tao; Hao Xu; Li-Mei Jin; Hongjian Lu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Chem       Date:  2021-03-29       Impact factor: 22.804

10.  Iron(II)-catalyzed intermolecular amino-oxygenation of olefins through the N-O bond cleavage of functionalized hydroxylamines.

Authors:  Deng-Fu Lu; Cheng-Liang Zhu; Zhen-Xin Jia; Hao Xu
Journal:  J Am Chem Soc       Date:  2014-09-16       Impact factor: 15.419

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