Swift, M.D., Donaldson, A. and Sutherland, A. (2009) Tandem aza-Claisen rearrangement and ring closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides. Tetrahedron Letters, 50(26), pp. 3241-3244. (doi: 10.1016/j.tetlet.2009.02.032)
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Publisher's URL: http://dx.doi.org/10.1016/j.tetlet.2009.02.032
Abstract
A one-pot, tandem process has been developed for the efficient synthesis of functionalised carbocyclic amides. A substituted cyclopentenyl trichloroacetamide was synthesised using a tandem thermal aza-Claisen rearrangement and RCM process, while an analogous cyclohexenyl trichloroacetamide was generated with high diastereoselectivity using a tandem MOM-ether directed metal-catalysed aza-Claisen rearrangement and RCM process.
Item Type: | Articles |
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Keywords: | Tandem reactions, ring-closing metathesis, aza-Claisen rearrangements, carbocyclic amides |
Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Sutherland, Professor Andrew |
Authors: | Swift, M.D., Donaldson, A., and Sutherland, A. |
Subjects: | Q Science > QD Chemistry |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Tetrahedron Letters |
Publisher: | Elsevier |
ISSN: | 0040-4039 |
Published Online: | 08 February 2009 |
Copyright Holders: | Copyright © 2009 Elsevier |
First Published: | First published in Tetrahedron Letters 50(26):3241-3244 |
Publisher Policy: | Reproduced in accordance with the copyright policy of the publisher. |
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