Literature DB >> 17107060

New synthesis of beta-sultams from pentafluorophenyl sulfonates.

Alexandra K de K Lewis1, B James Mok, Derek A Tocher, Jonathan D Wilden, Stephen Caddick.   

Abstract

A stereoselective one-pot synthesis of substituted 1,2-thiazetidine 1,1-dioxides (beta-sultams) has been achieved from heterocyclic pentafluorophenyl (PFP) sulfonates. Mild N-O bond cleavage of isoxazolidines followed by intramolecular cyclization of the amine onto the PFP demonstrates the potential utility for using the PFP sulfonate as a valuable precursor to sulfonamides. [reaction: see text].

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Year:  2006        PMID: 17107060     DOI: 10.1021/ol062164b

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


  1 in total

1.  Ortho-Nitro Effect on the Diastereoselective Control in Sulfa-Staudinger and Staudinger Cycloadditions.

Authors:  Zhanhui Yang; Hassane Abdellaoui; Wei He; Jiaxi Xu
Journal:  Molecules       Date:  2017-05-12       Impact factor: 4.411

  1 in total

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