CHIMIA International Journal for Chemistry 2012-01-01

Palladium-NHC catalyzed enantioselective synthesis of fused indolines via inert C(sp(3))-H activation.

Masafumi Nakanishi, Dmitry Katayev, Céline Besnard, E Peter Kündig

Index: Chimia 66 , 241, (2012)

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Abstract

New sterically hindered chiral N-heterocyclic carbene (NHC) ligands were used in palladium catalysis to bring about a highly enantioselective C(sp(3))-H activation on the methylene site of a cycloalkane moiety. The intramolecular coupling reaction of a prochiral N-aryl-N-cycloalkyl methyl carbamate required high temperatures (140-160 °C) and afforded highly enantioenriched trans-2,3-fused indolines.

Structure	Name/CAS No.	Molecular Formula	Articles
	(S,S)-1,3-bis(2,2-dimethyl-1-naphthylpropyl)imidazolium iodide CAS:1333385-96-8	C₃₃H₃₇IN₂

Fused indolines by palladium-catalyzed asymmetric C-C coupli...
2011-08-01
[Angew. Chem. Int. Ed. Engl. 50 , 7438, (2011)]

Nakanishi, M.; et al.
[Angew. Chem. Int. Ed. Engl. 50 , 9775, (2011)]

Banerjee, D.; et al.
[Organometallics 31 , 709, (2012)]

Palladium-NHC catalyzed enantioselective synthesis of fused indolines via inert C(sp(3))-H activation.

Abstract

Related Compounds