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Laboratory of Industrial and Synthetic Organic Chemistry, Department of Chemistry and Chemical Technologies, University of Calabria, Via Pietro Bucci 12/C, 87036 Arcavacata di Rende (CS), Italy
Department of Chemistry, Life Sciences and Environmental Sustainability (SCVSA), University of Parma, Parco Area delle Scienze 17/A, 43124 Parma, Italy
Authors to whom correspondence should be addressed.
Molbank 2018, 2018(3), M1017;
Received: 27 July 2018 / Revised: 22 August 2018 / Accepted: 27 August 2018 / Published: 31 August 2018
(This article belongs to the Special Issue Metal-Catalyzed Synthesis)
PDF [491 KB, uploaded 31 August 2018]


(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. View Full-Text
Keywords: β-amino alcohols; carbonylation; cyclocarbonylation; oxazolidinones; palladium β-amino alcohols; carbonylation; cyclocarbonylation; oxazolidinones; palladium

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Mancuso, R.; Miliè, R.; Ziccarelli, I.; Novello, M.; Della Ca’, N.; Gabriele, B. (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one. Molbank 2018, 2018, M1017.

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