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

Sternativo Silvia | Zendy; Calandriello Antonella | Zendy; Costantino Ferdinando | Zendy; Testaferri Lorenzo | Zendy; Tiecco Marcello | Zendy; Marini Francesca | Zendy

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

Author(s) -

Sternativo Silvia,

Calandriello Antonella,

Costantino Ferdinando,

Testaferri Lorenzo,

Tiecco Marcello,

Marini Francesca

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201104819

Subject(s) - michael reaction , enantioselective synthesis , sequence (biology) , electrophile , chemistry , combinatorial chemistry , computer science , organic chemistry , catalysis , biochemistry

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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