Literature DB >> 22613159

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

Masafumi Nakanishi1, Dmitry Katayev, Céline Besnard, E Peter Kündig.   

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.

Entities:  

Year:  2012        PMID： 22613159     DOI： 10.2533/chimia.2012.241

Source DB:  PubMed          Journal:  Chimia (Aarau)        ISSN： 0009-4293            Impact factor:   1.509


  6 in total

1.  Kinetic Resolution of Benzylamines via Palladium(II)-Catalyzed C-H Cross-Coupling.

Authors:  Kai-Jiong Xiao; Ling Chu; Gang Chen; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-06-10       Impact factor: 15.419

2.  Palladium(II)-catalyzed highly enantioselective C-H arylation of cyclopropylmethylamines.

Authors:  Kelvin S L Chan; Hai-Yan Fu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-01-27       Impact factor: 15.419

3.  Enantioselective C-H Olefination of α-Hydroxy and α-Amino Phenylacetic Acids by Kinetic Resolution.

Authors:  Kai-Jiong Xiao; Ling Chu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-22       Impact factor: 15.336

Review 4.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

5.  Stereoselective intermolecular radical cascade reactions of tryptophans or ɤ-alkenyl-α-amino acids with acrylamides via photoredox catalysis.

Authors:  Jiang-Tao Li; Jian-Nan Luo; Jia-Le Wang; De-Ku Wang; Yi-Zhe Yu; Chun-Xiang Zhuo
Journal:  Nat Commun       Date:  2022-04-01       Impact factor: 17.694

6.  Palladium(II)-catalyzed enantioselective C(sp³)-H activation using a chiral hydroxamic acid ligand.

Authors:  Kai-Jiong Xiao; David W Lin; Motofumi Miura; Ru-Yi Zhu; Wei Gong; Masayuki Wasa; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2014-05-19       Impact factor: 15.419
  6 in total

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