Chemistry - A European Journal p. 12470 - 12488 (2009)
Update date:2022-07-30
Topics:
Dumez, Estelle
Durand, Anne-Catherine
Guillaume, Martial
Roger, Pierre-Yves
Faure, Robert
Pons, Jean-Marc
Herbette, Gaetan
Dulcere, Jean-Pierre
Bonne, Damien
Rodriguez, Jean
The synthesis of various heterocycles and carbocycles (tetrahydrofurans, pyrrolidines, cyclopentanes) has been achieved by using new and efficient ionic addition/cyclization sequences. Nitroolefins play an important role in the Michael addition induced ring-closing reactions (MIRC) reported in the present article, with various substituted alcohols, amines, Grignard reactants, or malonate derivatives acting as the nucleophile partner. The optimized cascade reactions were high yielding in most cases and highly stereoselective, creating up to three stereogenic centers starting from achiral substrates.
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