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

Raffaella Mancuso; Rossana Miliè; Ida Ziccarelli; Mariangela Novello; Nicola Della Ca’; Bartolo Gabriele

doi:10.3390/M1017

Molbank (Aug 2018)

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

Raffaella Mancuso,
Rossana Miliè,
Ida Ziccarelli,
Mariangela Novello,
Nicola Della Ca’,
Bartolo Gabriele

Affiliations

Raffaella Mancuso: 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
Rossana Miliè: 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
Ida Ziccarelli: 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
Mariangela Novello: 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
Nicola Della Ca’: Department of Chemistry, Life Sciences and Environmental Sustainability (SCVSA), University of Parma, Parco Area delle Scienze 17/A, 43124 Parma, Italy
Bartolo Gabriele: 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

DOI: https://doi.org/10.3390/M1017
Journal volume & issue: Vol. 2018, no. 3
p. M1017

Abstract

Read online

(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.

Published in Molbank

ISSN: 1422-8599 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Inorganic chemistry
Website: https://www.mdpi.com/journal/molbank

About the journal

Abstract

Keywords