Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines <i>via</i> Inert C(sp<sup>3</sup>)-H Activation

Nakanishi, Masafumi; Katayev, Dmitry; Besnard, Céline; Kundig, Ernst Peter

doi:10.2533/chimia.2012.241

Scientific article

English

Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp³)-H Activation

ContributorsNakanishi, Masafumi; Katayev, Dmitry; Besnard, Céline; Kundig, Ernst Peter

Published inChimia, vol. 66, no. 4, p. 241-243

Publication date2012

Abstract

New sterically hindered chiral N-heterocyclic carbene (NHC) ligands were used in palladium catalysis to bring about a highly enantioselective C(sp3)-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.

Keywords

Asymmetric Catalysis
C-H Activation
Chiral NHC
Indoline
Palladium

Affiliation entities

Citation (ISO format)

NAKANISHI, Masafumi et al. Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp³)-H Activation. In: Chimia, 2012, vol. 66, n° 4, p. 241–243. doi: 10.2533/chimia.2012.241

Article (Published version)

Identifiers

PID : unige:21496
DOI : 10.2533/chimia.2012.241

Additional URL for this publicationhttp://www.ingentaconnect.com/content/scs/chimia/2012/00000066/00000004/art00022

Journal ISSN0009-4293

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Creation05/06/2012 15:22:00

First validation05/06/2012 15:22:00

Update time14/03/2023 17:37:01

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Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp3)-H Activation

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Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp³)-H Activation