Physical Sciences and Mathematics Commons^™

Synthesis Of Tetrahydro-1,2-Oxazines And Pyrrolidines Via Cycloadditions Of Donor-Acceptor Cyclobutanes And Nitrosoarenes, Naresh Vemula, Brian L Pagenkopf

Chemistry Publications

During efforts to expand the scope of Lewis-acid-catalyzed [4+2] cycloaddition between donor–acceptor cyclobutanes and nitrosoarenes, an unexpected formation of pyrrolidine products was discovered when 50 mol-% of MgI2 was used as a Lewis acid. It was also observed that the electronics of the nitrosoarene and judicious selection of the Lewis acid catalyst have a profound effect on the regioselectivity of the reaction.