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

Angewandte Chemie International EditionPublished 8 May 2012
Claudio Curti, Gloria Rassu, Vincenzo Zambrano, Luigi Pinna, Giorgio Pelosi, Andrea Sartori
Citations122
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Vinylogy: Advances in asymmetric catalysis using the bifunctional cinchona alkaloid/thioureas enabled an umpolung of the classical Cβ 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.

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology