Pd(0)-catalyzed atom transfer radical cyclization of N-allyl-α-chloroamides: highly stereoselective synthesis of substituted γ-lactam
2015
Liu, Qiang | Chen, Chen | Tong, Xiaofeng
A catalysis system comprised of Pd(cod)Cl2 precursor and IMes ligand has been developed, which is efficient to catalyze the atom transfer radical cyclization of N-allyl-α-chloroamides with the help of NaI additive. This reaction provides a facile access to β-iodomethyl-γ-lactam with high stereoselectivity. Moreover, the results from the reaction of deuterium-labeled substrate and TEMPO-trapping experiment clearly indicate that radical intermediate(s) should be involved in the reaction.
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