Synthesis and Utility of Dihydropyridine Boronic Esters

Angew Chem Int Ed Engl. 2016 Feb 5;55(6):2205-9. doi: 10.1002/anie.201510027. Epub 2015 Dec 22.

Abstract

When activated by an acylating agent, pyridine boronic esters react with organometallic reagents to form a dihydropyridine boronic ester. This intermediate allows access to a number of valuable substituted pyridine, dihydropyridine, and piperidine products.

Keywords: allylic compounds; boron; heterocycles; samarium iodide; synthetic methods.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Boronic Acids / chemical synthesis*
  • Boronic Acids / chemistry
  • Dihydropyridines / chemical synthesis*
  • Dihydropyridines / chemistry
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Molecular Structure
  • Quantum Theory

Substances

  • Boronic Acids
  • Dihydropyridines
  • Esters
  • 1,4-dihydropyridine