Literature DB >> 19764731

Stereoselective synthesis of azetidines and pyrrolidines from N-tert-butylsulfonyl(2-aminoalkyl)oxiranes.

Mohamed Medjahdi1, José C González-Gómez, Francisco Foubelo, Miguel Yus.   

Abstract

Base-induced cyclization of enantiopure (2-aminoalkyl)oxiranes allowed the stereospecific formation of pyrrolidin-3-ols and/or 2-(hydroxymethyl)azetidines, depending on the reaction conditions. The oxidation of 2-(hydroxymethyl)azetidines led to azetidine-2-carboxylic acids in high yields.

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Year:  2009        PMID： 19764731     DOI： 10.1021/jo9016666

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


  4 in total

1.  An oxazetidine amino acid for chemical protein synthesis by rapid, serine-forming ligations.

Authors:  Ivano Pusterla; Jeffrey W Bode
Journal:  Nat Chem       Date:  2015-06-22       Impact factor: 24.427

Review 2.  Applications of tert-butanesulfinamide in the synthesis of N-heterocycles via sulfinimines.

Authors:  Rose Mary Philip; Sankaran Radhika; P V Saranya; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

3.  Direct synthesis of imino-C-nucleoside analogues and other biologically active iminosugars.

Authors:  Milan Bergeron-Brlek; Michael Meanwell; Robert Britton
Journal:  Nat Commun       Date:  2015-04-23       Impact factor: 14.919

Review 4.  Applications of aryl-sulfinamides in the synthesis of N-heterocycles.

Authors:  Rose Mary Philip; G S Susan Treesa; Salim Saranya; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-06-08       Impact factor: 4.036
  4 in total

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