α,β‐Unsaturated Acyl Cyanides as New Bis‐Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation |
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| Authors: | Sébastien Goudedranche Dr. Xavier Bugaut Prof. Thierry Constantieux Dr. Damien Bonne Prof. Jean Rodriguez |
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| Affiliation: | Aix‐Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille (France), Fax: (+33)?491 289 187 |
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| Abstract: | α,β‐Unsaturated acyl cyanides are key bis‐electrophile substrates for successful domino enantioselective organocatalyzed Michael‐intramolecular acylation domino sequences. This new reactivity has been applied to the synthesis of enantioenriched azaspiro[4,5]decanone ring systems by a formal [3+3]spiroannulation, constituting a rare example of synthesis of glutarimides in an optically active form. |
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| Keywords: | domino reactions enantioselectivity glutarimides organocatalysis spiroannulation |
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