Literature DB >> 33382271

An Organocatalytic Kinetic Resolution of Aziridines by Thiol Nucleophiles.

Song Sun1, Zhaobin Wang2, Shijia Li2,3, Cong Zhou1, Lijuan Song3, Hai Huang1, Jianwei Sun1,2.   

Abstract

We report the first organocatalytic kinetic resolution of unactivated aziridines by sulfur nucleophiles with excellent enantioselectivity. A suitable chiral phosphoric acid was found to catalyze the intermolecular ring opening under mild conditions, furnishing a range of highly enantioenriched β-amino thioethers and aziridines, both of which are useful synthetic building blocks.

Entities:  

Year:  2020        PMID: 33382271     DOI: 10.1021/acs.orglett.0c04074

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


  1 in total

1.  Identifying the true origins of selectivity in chiral phosphoric acid catalyzed N-acyl-azetidine desymmetrizations.

Authors:  Pier Alexandre Champagne
Journal:  Chem Sci       Date:  2021-11-23       Impact factor: 9.825

  1 in total

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