Bifunctional Cinchona Alkaloid/Thiourea Catalyzes Direct and Enantioselective Vinylogous Michael Addition of 3‐Alkylidene Oxindoles to Nitroolefins | Zendy

Curti Claudio | Zendy; Rassu Gloria | Zendy; Zambrano Vincenzo | Zendy; Pinna Luigi | Zendy; Pelosi Giorgio | Zendy; Sartori Andrea | Zendy; Battistini Lucia | Zendy; Zanardi Franca | Zendy; Casiraghi Giovanni | Zendy

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Bifunctional Cinchona Alkaloid/Thiourea Catalyzes Direct and Enantioselective Vinylogous Michael Addition of 3‐Alkylidene Oxindoles to Nitroolefins

Author(s) -

Curti Claudio,

Rassu Gloria,

Zambrano Vincenzo,

Pinna Luigi,

Pelosi Giorgio,

Sartori Andrea,

Battistini Lucia,

Zanardi Franca,

Casiraghi Giovanni

Publication year - 2012

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.201202027

Subject(s) - cinchona , bifunctional , enantioselective synthesis , umpolung , organocatalysis , michael reaction , chemistry , thiourea , cinchona alkaloids , reactivity (psychology) , organic chemistry , catalysis , medicine , alternative medicine , pathology , nucleophile

Vinylogy : Advances in asymmetric catalysis using the bifunctional cinchona alkaloid/thioureas enabled an umpolung of the classical C β reactivity of 3‐alkylidene oxindoles, thus allowing the development of the first and sole example of a direct, organocatalytic asymmetric vinylogous Michael (AVM) reaction with nitroolefins.

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