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

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

(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 sol...

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Bibliographic Details
Main Authors: Raffaella Mancuso, Rossana Miliè, Ida Ziccarelli, Mariangela Novello, Nicola Della Ca’, Bartolo Gabriele
Format: Article
Language:English
Published: MDPI AG 2018-08-01
Series:Molbank
Subjects:
β-amino alcohols
carbonylation
cyclocarbonylation
oxazolidinones
palladium
Online Access:http://www.mdpi.com/1422-8599/2018/3/M1017
Description
Summary:(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.
ISSN:1422-8599

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