A Highly Enantioselective One-Pot Synthesis of Spirolactones by an Organocatalyzed Michael Addition/Cyclization Sequence

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  • Financial support from MIUR, National Projects PRIN 2007 and the University of Perugia and Consorzio CINMPIS, Bari is gratefully acknowledged.

Abstract

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Spiroring in control: A novel organocatalytic Michael addition/cyclization sequence based on the bis(electrophilic) properties of vinyl selenones has been successfully employed for the synthesis of densely functionalized spirocyclic compounds (see scheme). By using a simple one-pot procedure and mild reaction conditions, spirocyclic compounds were synthesized in high yields and with high levels of enantioselectivity (90–98 % ee).

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