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Short Note

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

1
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
2
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; https://doi.org/10.3390/M1017
Submission 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)

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.
Keywords: β-amino alcohols; carbonylation; cyclocarbonylation; oxazolidinones; palladium β-amino alcohols; carbonylation; cyclocarbonylation; oxazolidinones; palladium
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MDPI and ACS Style

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. https://doi.org/10.3390/M1017

AMA Style

Mancuso R, Miliè R, Ziccarelli I, Novello M, Della Ca’ N, Gabriele B. (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one. Molbank. 2018; 2018(3):M1017. https://doi.org/10.3390/M1017

Chicago/Turabian Style

Mancuso, Raffaella, Rossana Miliè, Ida Ziccarelli, Mariangela Novello, Nicola Della Ca’, and Bartolo Gabriele. 2018. "(S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one" Molbank 2018, no. 3: M1017. https://doi.org/10.3390/M1017

APA Style

Mancuso, R., Miliè, R., Ziccarelli, I., Novello, M., Della Ca’, N., & Gabriele, B. (2018). (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one. Molbank, 2018(3), M1017. https://doi.org/10.3390/M1017

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