Literature DB >> 18847267

Trans-selective asymmetric aziridination of diazoacetamides and N-Boc imines catalyzed by axially chiral dicarboxylic acid.

Takuya Hashimoto1, Nanase Uchiyama, Keiji Maruoka.   

Abstract

Axially chiral dicarboxylic acid (R)-1d catalyzed reaction of diazoacetamides and N-Boc imines provided a novel organocatalytic means for the formation of enantiomerically enriched N-Boc protected trans aziridines.

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Year:  2008        PMID： 18847267     DOI： 10.1021/ja805635c

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


  6 in total

1.  Generation and exploitation of acyclic azomethine imines in chiral Brønsted acid catalysis.

Authors:  Takuya Hashimoto; Hidenori Kimura; Yu Kawamata; Keiji Maruoka
Journal:  Nat Chem       Date:  2011-07-22       Impact factor: 24.427

2.  Catalytic asymmetric aza-Darzens reaction with a vaulted biphenanthrol magnesium phosphate salt.

Authors:  Shawn E Larson; Guilong Li; Gerald B Rowland; Denise Junge; Rongcai Huang; H Lee Woodcock; Jon C Antilla
Journal:  Org Lett       Date:  2011-04-05       Impact factor: 6.005

3.  Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

Authors:  Lei Zhou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

4.  Isotope effects and mechanism of the asymmetric BOROX Brønsted acid catalyzed aziridination reaction.

Authors:  Mathew J Vetticatt; Aman A Desai; William D Wulff
Journal:  J Org Chem       Date:  2013-05-21       Impact factor: 4.354

5.  Evidence for a boroxinate based Brønsted acid derivative of VAPOL as the active catalyst in the catalytic asymmetric aziridination reaction.

Authors:  Gang Hu; Li Huang; Rui H Huang; William D Wulff
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

6.  β-amino esters from the reductive ring opening of aziridine-2-carboxylates.

Authors:  Wenjun Zhao; Zhenjie Lu; William D Wulff
Journal:  J Org Chem       Date:  2014-10-20       Impact factor: 4.354
  6 in total

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