76154-09-1Relevant academic research and scientific papers
Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones
Kathuria, Lakshay,Samuelson, Ashoka G.
supporting information, (2020/06/17)
Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.
Mn-catalyzed three-component reactions of imines/nitriles, grignard reagents, and tetrahydrofuran: An expedient access to 1,5-amino/keto alcohols
He, Ruoyu,Jin, Xiqing,Chen, Hui,Huang, Zhi-Tang,Zheng, Qi-Yu,Wang, Congyang
supporting information, p. 6558 - 6561 (2014/05/20)
An expedient Mn-catalyzed three-component synthesis of 1,5-amino/keto alcohols from Grignard reagents, imines/nitriles, and tetrahydrofuran (THF) is described, which deviates from the classic Grignard addition to imines/nitriles in THF solvent. THF is split and sewn in an unprecedented manner in the reaction, leading to the formation of two geminal C-C bonds via C-H and C-O cleavage. Mechanistic experiments and DFT calculations reveal radical and organo-Mn intermediates in the catalytic cycle and the α-arylative ring-opening of THF as the key reaction step.
Asymmetric reduction of ketimines with trichlorosilane employing an imidazole derived organocatalyst
Gautier, Franois-Moana,Jones, Simon,Martin, Stephen J.
supporting information; experimental part, p. 229 - 231 (2009/03/11)
Organocatalysts for the asymmetric reduction of ketimines are presented that function well at low catalyst loadings providing chiral amines in good yield and enantioselectivity, the latter appearing to be independent of the ketimine substrate geometry.
Asymmetric reduction of aryl imines using Candida parapsilosis ATCC 7330
Vaijayanthi,Chadha, Anju
, p. 93 - 96 (2008/09/17)
A highly enantioselective one pot, novel biocatalytic method for the asymmetric reduction of aryl imines is reported. Treatment of aryl imines with Candida parapsilosis ATCC 7330 in aqueous medium produces the enantiomerically pure (R)-secondary amines in
Ti(NMe2)4-catalyzed Markovnikov hydroamination of alkynes in the presence of N-heterocyclic carbenes and LiN(SiMe3)2
Takaki, Ken,Koizumi, Sadayuki,Yamamoto, Yuta,Komeyama, Kimihiro
, p. 7335 - 7337 (2007/10/03)
Intermolecular hydroamination of alkynes catalyzed by Ti(NMe2)4 was much improved with N-heterocyclic carbenes and LiN(SiMe3)2, by which high Markovnikov selectivity was attained for the coupling of nearly all a
Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure
Zhu, Shou-Fei,Xie, Jian-Bo,Zhang, Yong-Zhen,Li, Shen,Zhou, Qi-Lin
, p. 12886 - 12891 (2008/02/05)
New chiral phosphine-oxazoline ligands (7, SIPHOX) with a rigid and bulky spirobiindane scaffold were synthesized, starting with optically pure 7-diphenylphosphino-7′-trifluoromethanesulfonyloxyl-1,1′- spirobiindane, in four steps in 40-64% overall yield.
The Reaction of Arylidenemalonodinitriles with 1-Arylethylideneaminobenzenes. A New Synthesis of 5'-Amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles
Milart, Piotr,Sepiol, Janusz
, p. 371 - 376 (2007/10/02)
The reaction of arylidenemalonodinitriles with a variety of acetophenone anils leading to 5'-amino-1,1':3',1''-terphenyl-2',6'-dicarbonitriles has been investigated.The mechanism of the exchange reaction between arylidenemalonodinitriles and 1-arylethylid
