A Highly Regioselective Palladium-Catalyzed O,S Rearrangement of Cyclic Thiocarbonates

William Mahy, Sinéad Cabezas-Hayes, Gabriele Kociok-Köhn, Christopher G. Frost

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1 Citation (Scopus)

Abstract

This work describes an operationally simple catalytic synthesis of cyclic S-thiocarbonates with predictable regioselectivity in good yields. The reaction utilizes substrates derived from ubiquitous 1,2-diols in an atom economical intramolecular rearrangement, catalysed by an inexpensive and simple catalyst–ligand system. A crystal structure is presented that clearly confirms the regioselectivity of the reaction.

Original languageEnglish
Pages (from-to)6441-6444
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number43
Early online date3 Nov 2017
DOIs
Publication statusPublished - 24 Nov 2017

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Keywords

  • Alkyl migrations
  • Homogeneous catalysis
  • Newman-Kwart
  • Sulfur
  • Synthetic methods

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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