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Domino 1,4‐Addition/Carbocyclization Reaction through a Radical–Polar Crossover Reaction
Author(s) -
Denes Fabrice,
Chemla Fabrice,
Normant Jean F.
Publication year - 2003
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.200250474
Subject(s) - crossover , electrophile , reactivity (psychology) , chemistry , polar , domino effect , domino , quenching (fluorescence) , cascade reaction , selectivity , stereoselectivity , photochemistry , organic chemistry , computer science , physics , catalysis , nuclear physics , medicine , alternative medicine , pathology , quantum mechanics , astronomy , artificial intelligence , fluorescence
Radical processes explain the reactivity and selectivity observed in a one‐pot, two‐ or three‐component domino reaction, which consists of 1,4‐addition, carbocyclization, and quenching with electrophiles. This radical–polar crossover reaction leads stereoselectively to 3,4‐disubstituted 3‐methoxycarbonylpyrrolidines (see scheme).