Literature DB >> 15357582

Synthesis of chiral amino epoxyaziridines: useful intermediates for the preparation of chiral trisubstituted piperidines.

José M Concellón1, Estela Riego, Ignacio A Rivero, Adrián Ochoa.   

Abstract

Chiral aminoalkyl epoxyaziridine 1 is synthesized in high yield and diastereoselectivity from L-serine. Ring opening of epoxyaziridine 1 with primary amines is carried out with total chemo- and regioselectivity, affording chiral polyfunctionalized piperidines 8. The structure of these trisubstituted piperidines is established by NMR studies.

Entities:  

Year:  2004        PMID: 15357582     DOI: 10.1021/jo0490806

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


  2 in total

1.  Regioselective synthesis of N-beta-hydroxyethylaziridines by the ring-opening reaction of epoxides with aziridine generated in situ.

Authors:  Ha Young Kim; Arindam Talukdar; Mark Cushman
Journal:  Org Lett       Date:  2006-03-16       Impact factor: 6.005

2.  Synthesis and antioxidant evaluation of enantiomerically pure bis-(1,2,3-triazolylmethyl)amino esters from modified α-amino acids.

Authors:  Juan I Sarmiento-Sánchez; Adrián Ochoa-Terán; Ignacio A Rivero
Journal:  ScientificWorldJournal       Date:  2014-10-15
  2 in total

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