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

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

Research output: Contribution to journalArticle

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.

LanguageEnglish
Pages6441-6444
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number43
Early online date3 Nov 2017
DOIs
StatusPublished - 24 Nov 2017

Fingerprint

Regioselectivity
Palladium
palladium
Crystal structure
Ligands
catalysts
Atoms
ligands
Catalysts
crystal structure
Substrates
synthesis
atoms

Keywords

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

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

A Highly Regioselective Palladium-Catalyzed O,S Rearrangement of Cyclic Thiocarbonates. / Mahy, William; Cabezas-Hayes, Sinéad; Kociok-Köhn, Gabriele; Frost, Christopher G.

In: European Journal of Organic Chemistry, Vol. 2017, No. 43, 24.11.2017, p. 6441-6444.

Research output: Contribution to journalArticle

Mahy, William ; Cabezas-Hayes, Sinéad ; Kociok-Köhn, Gabriele ; Frost, Christopher G. / A Highly Regioselective Palladium-Catalyzed O,S Rearrangement of Cyclic Thiocarbonates. In: European Journal of Organic Chemistry. 2017 ; Vol. 2017, No. 43. pp. 6441-6444.
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