The direct Mukaiyama–Michael addition of vinylogous tetramate donors to a number of different Michael acceptors has been easily executed, by employing the TMSOTf/Et3N mixture as soft Lewis acid/base promoter agent. Richly functionalized, highly manipulable γ-substituted pyrrolinone products were practically synthesized in acceptable to excellent yields, and with diastereoselectivities heavily relying upon the substituent at the nitrogen atom of the pyrrolinone donor.
Direct-type vinylogous Mukaiyama-Michael addition reactions involving pyrrolinone donors / SARTORI A.; CURTI C.; BATTISTINI L.; BURREDDU P.; RASSU G.; PELOSI G.; CASIRAGHI G.; ZANARDI F.. - In: TETRAHEDRON. - ISSN 0040-4020. - 64(2008), pp. 11697-11705. [10.1016/j.tet.2008.10.007]