Literature DB >> 20465292

Amine-promoted synthesis of vinyl aziridines.

Alan Armstrong1, Robert D C Pullin, Chloe R Jenner, James N Scutt.   

Abstract

N-Unsubstituted vinyl aziridines were synthesized via an amine-promoted regioselective nucleophilic aziridination of alpha,beta,gamma,delta-unsaturated carbonyl compounds. The reaction is completely regioselective (>95: 5) for the alpha,beta-alkene and completely diastereoselective, affording the trans-vinyl aziridine in moderate-to-good yields.

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Year:  2010        PMID: 20465292     DOI: 10.1021/jo100407s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands.

Authors:  Golo Storch; Naudin van den Heuvel; Scott J Miller
Journal:  Adv Synth Catal       Date:  2020-01-23       Impact factor: 5.837

2.  Synthesis and ring openings of cinnamate-derived N-unfunctionalised aziridines.

Authors:  Alan Armstrong; Alexandra Ferguson
Journal:  Beilstein J Org Chem       Date:  2012-10-12       Impact factor: 2.883

  2 in total

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