Issue 18, 2013
From the journal:

Organic & Biomolecular Chemistry

An expedient stereoselective and chemoselective synthesis of bicyclic oxazolidinones from quinols and isocyanates†

Jinzhu Zhang,ab   Jing Wu,ab   Zhiwei Yin,ab   Haisu Zeng,ab   Kunal Khanna,ab   Chunhua Huc  and  Shengping Zheng*ab  

* Corresponding authors

a Department of Chemistry, Hunter College, 695 Park Avenue, New York, NY 10065, USA
E-mail: szh0007@hunter.cuny.edu
Fax: +1 212-772-5332
Tel: +1 212-396-6322

b The Graduate Center, The City University of New York, 365 5th Avenue, New York, NY 10016, USA

c Department of Chemistry, New York University, New York, NY 10003, USA

Abstract

A mild and efficient synthesis of bicyclic oxazolidinones from quinols and isocyanates, under DBU-mediated conditions at room temperature, is described. The aza-Michael addition to substituted cyclohexadienones is stereoselective and chemoselective.

Graphical abstract: An expedient stereoselective and chemoselective synthesis of bicyclic oxazolidinones from quinols and isocyanates

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Article information

DOI
https://doi.org/10.1039/C3OB00047H
Article type
Communication
Submitted
09 Jan 2013
Accepted
09 Mar 2013
First published
12 Mar 2013

Org. Biomol. Chem., 2013,11, 2939-2942

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An expedient stereoselective and chemoselective synthesis of bicyclic oxazolidinones from quinols and isocyanates

J. Zhang, J. Wu, Z. Yin, H. Zeng, K. Khanna, C. Hu and S. Zheng, Org. Biomol. Chem., 2013, 11, 2939 DOI: 10.1039/C3OB00047H

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