Molbank (Aug 2018)

(S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one

  • Raffaella Mancuso,
  • Rossana Miliè,
  • Ida Ziccarelli,
  • Mariangela Novello,
  • Nicola Della Ca’,
  • Bartolo Gabriele

DOI
https://doi.org/10.3390/M1017
Journal volume & issue
Vol. 2018, no. 3
p. M1017

Abstract

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(S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one has been synthesized for the first time by the enantiospecific oxidative carbonylation of commercially available (S)-2-amino-3-methyl-1,1-diphenylbutan-1-ol. The cyclocarbonylation reaction was carried out at 100 °C in 1,2-dimethoxyethane (DME) as the solvent for 15 h, under 20 atm of a 4:1 mixture of CO–air and in the presence of the catalytic system PdI2/KI (substrate:KI:PdI2 molar ratio = 100:10:1), to give the oxazolidinone derivative in 81% isolated yield.

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