Issue 002, 2001
From the journal:

Green Chemistry

Highly diastereoselective synthesis of 1,3-oxazolidines under thermodynamic control using focused microwave irradiation under solvent-free conditions

Nikolai Kuhnert*a  and  Timothy N. Danks*a  

* Corresponding authors

a Synthetic and Biological Organic Chemistry Laboratory, Department of Chemistry, University of Surrey, Guildford, UK
E-mail: n.kuhnert@surrey.ac.uk

Abstract

A number of 1,3-oxazolidines, derived from enantiomerically pure amino alcohols such as (−)-ephedrine and (+)-pseudoephedrine, have been synthesised under solvent-free conditions using a focused microwave reactor. The condensation reaction between the amino alcohol and an aldehyde yields 1,3-oxazolidines in excellent yields and diastereoselectivities. Prolonged microwave irradiation increases the diastereoselectivity of the reaction and produces the thermodynamically more stable diastereomer.

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Article information

DOI
https://doi.org/10.1039/B008866H
Article type
Paper
Submitted
06 Nov 2000
First published
05 Mar 2001

Green Chem., 2001,003, 68-70

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Highly diastereoselective synthesis of 1,3-oxazolidines under thermodynamic control using focused microwave irradiation under solvent-free conditions

N. Kuhnert and T. N. Danks, Green Chem., 2001, 003, 68 DOI: 10.1039/B008866H

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