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. 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).
A Highly Enantioselective One-Pot Synthesis of Spirolactones by an Organocatalyzed Michael Addition/Cyclization Sequence
STERNATIVO, Silvia;COSTANTINO, FERDINANDO;TESTAFERRI, Lorenzo;TIECCO, Marcello;MARINI, Francesca
2011
Abstract
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. 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).File in questo prodotto:
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