Novel 4- and 6-substituted bis-pyridylamides were prepared by
microwave accelerated nucleophilic substitution of the 4- and 6-halo
substituted derivatives of the parent ligand 1a.
The ligands were used in the asymmetric allylation of cinnamyl carbonate
catalysed by Mo(0) in which the 4-chloro- and 4-pyrrolidyl substituted
ligand derivatives exhibited high regioselectivity (74:1 and 88:1,
respectively) and enantioselectivity (96% ee), whereas
6-substituted ligands afforded no product under the same conditions.
Other allylic substrates were used to explore the generality of
the procedure.
molybdenum - allylations - asymmetric catalysis - pyridylamides - microwaves
