Results in Chemistry (Jan 2023)

From optically pure pyridinium salts to some new dihydro-2H-oxazolo[3,2-a]pyridines

  • R.G. Moura,
  • P.R. Batista,
  • L.C. Ducati,
  • J. Gruber,
  • L.F. Yamaguchi,
  • L. Marzorati

Journal volume & issue
Vol. 5
p. 100820

Abstract

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Treatment of 2,4,6-triphenylpiridinium salts, bearing a chiral β-hydroxy alkyl N-substituent with diluted aqueous sodium hydroxide afforded four new dihydrooxazolo[3,2a]pyridines,as an almost equimolar mixture of diastereomers. However, a highly selective ring closure reaction was observed for the pyridium salt derived from (1S,2S)-(+)-2-amino-1-phenyl-1,3-propanediol.

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