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Pure Appl. Chem., 2005, Vol. 77, No. 7, pp. 1191-1198

Multicomponent reactions based on nucleophilic carbenes and their applications in organic synthesis

Vijay Nair, Rajeev S. Menon and V. Sreekumar

Organic Chemistry Division, Regional Research Laboratory (CSIR), Trivandrum 695019, India

Abstract: Zwitterionic intermediates generated from the addition of nonprotic nucleophiles to activated acetylenes are intercepted with various third components constituting novel multicomponent organic transformations. Catalytic amounts of an organic base like pyridine were found to trigger reactions between an electrophilic acetylene and a variety of electrophiles. The reactions proceed through dipolar intermediates and show high stereoselectivity.