(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 / Raffaella, Mancuso; Rossana, Miliè; Ida, Ziccarelli; Mariangela, Novello; DELLA CA', Nicola; Bartolo, Gabriele. - In: MOLBANK. - ISSN 1422-8599. - 2018:3(2018), p. M1017. [10.3390/M1017]

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

Nicola Della Ca’;
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.
2018
(S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one / Raffaella, Mancuso; Rossana, Miliè; Ida, Ziccarelli; Mariangela, Novello; DELLA CA', Nicola; Bartolo, Gabriele. - In: MOLBANK. - ISSN 1422-8599. - 2018:3(2018), p. M1017. [10.3390/M1017]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2850579
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