Sequential decarboxylative azomethine ylide cycloaddition-palladium catalysed hydrostannylation-cyclisation-anion capture processes

摘要

A novel tactical combination of the iminium ion induced decarboxylative generation of azomethine ylides, from secodnary acyclic and cyclic #alpha#-amino acids, and their 1,3-dipolar cycloaddition, with regioselective palladium catalysed hydrostannylation of terminal alkynes, and subsequent cyclisation-anion capture of the organostannane is described. A major increase in molecular complexity results with the formation of 5 bonds, 5 stereocentres, 2 rings and 1 tetra-substituted carbon centre.