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A ring size-selective reduction of lactones using Sml(2) and H2O

Authors
Journal
Journal of the American Chemical Society
0002-7863
Publisher
American Chemical Society
Publication Date
Keywords
  • Samarium(Ii) Iodide
  • Carboxylic-Acids
  • Diiodide
  • Water
  • Cyclizations
  • Reagent
  • Smi2
Disciplines
  • Computer Science

Abstract

The Sml(2)-H2O reducing systems shows complete selectivity for six-membered lactones over other classes of lactone and esters. Experimental and computational studies suggest that the origin of the selectivity lies in the initial electron-transfer to the lactone carbonyl.

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