Abstract
In the past decade, the organocatalytic asymmetric Michael addition has emerged as one of the most important carbon-carbon bond forming reactions in organic chemistry. As an example, the conjugated addition of ketones to nitroolefins has received extensive attention, since the resulting nitroalkanes are versatile intermediates in which the nitro group can be transformed into various useful functional groups. Furthermore, the reaction has the ability to introduce two vicinal stereogenic centers in a single step. Stimulated by the seminal work of List, Barbas and coworkers, several research groups have focused on the development of novel bifunctional organocatalysts bearing amine and hydrogen donor functionalities.
This review will focus on the development of multifunctional chiral organocatalysts derived from proline, pyrrolidine, cinchona alkaloids, thioureas and sulfonamides in the asymmetric Michael addition to nitroalkenes.
Keywords: Asymmetric, Bifunctional, Ketones, Michael Additions, Nitroalkenes, Organocatalysts, 4-dimethylaminopiridine, ß-nitrostyrene, enantioselectivity, ß-amino acid.
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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