(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.

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

Mancuso, Raffaella;MILIE', ROSSANA;Ziccarelli, Ida;NOVELLO, MARIANGELA;Gabriele, Bartolo
2018-01-01

Abstract

(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.
Carbonylation; Cyclocarbonylation; Oxazolidinones; Palladium; β-amino alcohols; Biochemistry; Physical and Theoretical Chemistry; Organic Chemistry
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/292504
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