Synthesis of oxazolidinones by a solid-phase/activation cycloelimination (SP/ACE) methodology

Authors
ten Holte, P van Esseveldt, BCJ Thijs, L Zwanenburg, B
Citation
P. Ten Holte et al., Synthesis of oxazolidinones by a solid-phase/activation cycloelimination (SP/ACE) methodology, EUR J ORG C, (15), 2001, pp. 2965-2969
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
15
Year of publication
2001
Pages
2965 - 2969
Database
ISI
SICI code
1434-193X(200108):15<2965:SOOBAS>2.0.ZU;2-H
Abstract
A versatile method for the solid-phase synthesis of oxazolidinones is descr ibed, An appropriate 1,2-diol is attached to immobilized sulfonyl chloride, resulting in the selective activation of one of the alcohol functions, The subsequent reaction of the other alcohol group with an isocyanate, followe d by a base-promoted cycloelimination gives an oxazolidinone, By proper cho ice of isocyanates, functionalities can be introduced which are essential f or antibiotic activity.