Mcj. Harris et al., CONVERGENT SYNTHESIS OF PYRROLIDINES, PIPERIDINES, PERHYDROAZEPINES AND TETRAHYDROISOQUINOLINES VIA ZIRCONOCENE ETA(2)-IMINE COMPLEXES, Tetrahedron letters, 36(24), 1995, pp. 4287-4290
Zirconocene eta(2)-imine complexes formed by a C-H activation route fr
om a variety of amines are trapped by omega-halo-alkenes or -alkynes t
o afford 2,3-disubstituited pyrrolidines, piperidines and perhydroazep
ines on work up and cyclisation. In some cases ii was necessary to use
a protected hydroxyl group rather than the halide and cyclise in a se
parate step through selective formation of the O-mesylate.