A chiral tosyl-substituted
bis(imidazolidine)pyridine Ts-PyBidine–nickel
complex was an efficient catalyst for Friedel–Crafts reaction
of indoles with methylene indolinones to give bisindolylmethane compounds
having differently oxidized indole units with high enantioselectivities.
Alkylation of the products proceeded smoothly in a highly diastereoselective
manner, providing an all-carbon quaternary carbon center without significant
loss of enantiomeric excess.
A chiral bis(imidazolidine) NCN‐rhodium complex (tBu‐PhBidine‐Rh(OAc)2: cat 2) catalyzed the asymmetric Mannich reaction of malononitrile with isatin‐derived imines, which provided an efficient synthetic route for 3‐amino‐2‐oxoindoline‐3‐carboxylates.
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