Literature DB >> 26223389

Ruthenium-Catalyzed O- to S-Alkyl Migration: A Pseudoreversible Barton-McCombie Pathway.

William Mahy1, Pawel Plucinski2, Jesús Jover3, Christopher G Frost4.   

Abstract

A practical ruthenium-catalyzed O- to S-alkyl migration affords structurally diverse thiooxazolidinones in excellent yields. Our studies suggest this catalytic transformation proceeds through a pseudoreversible radical pathway drawing mechanistic parallels to the classic Barton-McCombie reaction.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Barton-McCombie reaction; O-thiocarbamates; alkyl migration; catalysis; pseudoreversible reaction

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Year:  2015        PMID： 26223389     DOI： 10.1002/anie.201505280

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  2 in total

1.  A Simple Graphical Method to Determine the Order in Catalyst.

Authors:  Jordi Burés
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-08       Impact factor: 15.336

2.  KOt-Bu-promoted selective ring-opening N-alkylation of 2-oxazolines to access 2-aminoethyl acetates and N-substituted thiazolidinones.

Authors:  Qiao Lin; Shiling Zhang; Bin Li
Journal:  Beilstein J Org Chem       Date:  2020-03-25       Impact factor: 2.883
  2 in total

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