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

Citation
N. Kuhnert et Tn. Danks, Highly diastereoselective synthesis of 1,3-oxazolidines under thermodynamic control using focused microwave irradiation under solvent-free conditions, GREEN CHEM, 3(2), 2001, pp. 68-70
Citations number
21
Categorie Soggetti
Chemistry
Journal title
GREEN CHEMISTRY
ISSN journal
14639262 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
68 - 70
Database
ISI
SICI code
1463-9262(200104)3:2<68:HDSO1U>2.0.ZU;2-C
Abstract
A number of 1,3-oxazolidines, derived from enantiomerically pure amino alco hols such as (-)-ephedrine and (+)-pseudoephedrine, have been synthesised u nder solvent-free conditions using a focused microwave reactor. The condens ation reaction between the amino alcohol and an aldehyde yields 1,3-oxazoli dines in excellent yields and diastereoselectivities. Prolonged microwave i rradiation increases the diastereoselectivity of the reaction and produces the thermodynamically more stable diastereomer.