Elsevier

Tetrahedron Letters

Volume 45, Issue 42, 11 October 2004, Pages 7907-7909
Tetrahedron Letters

Straightforward α-carbamoylation of NADH-like dihydropyridines and enol ethers

https://doi.org/10.1016/j.tetlet.2004.08.145Get rights and content

Abstract

The protonation of NADH-like dihydropyridines and cyclic enol ethers generates reactive cationic intermediates, which interact with isocyanides to afford α-carbamoylated heterocycles after an aqueous quenching, in Ugi and Passerini-type reactions, thus broadening the scope of these multicomponent processes.

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Acknowledgements

Financial support from the DGICYT (Spain, project BQU2003-00089) and from AlmirallProdesfarma (Barcelona) are gratefully acknowledged. We thank Prof. Stefano Marcaccini (Università di Firenze) for useful comments and Dr. M. Carmen Bernabeu for preliminary experiments. Drs. M. Royo, C. Minguillón and M. Vendrell (Parc Cientı́fic de Barcelona) are thanked for analytical support.

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