Tandem aza-Claisen rearrangement and ring-closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides |
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Authors: | Michael D Swift |
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Institution: | WestChem, Department of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, UK |
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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. |
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Keywords: | Tandem reactions Ring-closing metathesis Aza-Claisen rearrangements Carbocyclic amides |
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