A new alternative to the Mannich reaction: Tandem radical addition-cyclization reaction for asymmetric synthesis of gamma-butyrolactones and beta-amino acids

[GRAPHICS] The radical addition-cyclization reaction of substrates having two differen t radical accepters such as acrylate and aldoxime ether moieties was studie d. This new free radical mediated Mannichtype reaction proceeded smoothly v ia a tandem C-C bond-forming process. Furthermore, the diastereoselective t andem reaction provides the novel method for asymmetric synthesis of gamma -butyrolactones and beta -amino acid derivatives.