76154-07-9Relevant articles and documents
Role of noncovalent interactions in the enantioselective reduction of aromatic ketimines with trichlorosilane
Malkov, Andrei V.,Mariani, Andrea,MacDougall, Kenneth N.,Kocovsky, Pavel
, p. 2253 - 2256 (2004)
Asymmetric reduction of ketimines 1 with trichlorosilane can be catalyzed by a new N-methyl L-valine derived Lewis basic organocatalyst, such as 4d, with high enantioselectivity. The structure-reactivity investigation suggests hydrogen bonding and arene-arene interactions between the catalyst and the incoming imine as the main factor determining the enantiofacial selectivity.
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.
A highly enantioselective Lewis basic organocatalyst for reduction of N-aryl imines with unprecedented substrate spectrum
Wang, Zhouyu,Ye, Xiaoxia,Wei, Siyu,Wu, Pengcheng,Zhang, Anjiang,Sun, Jian
, p. 999 - 1001 (2007/10/03)
L-Pipecolinic acid derived formamides have been developed as highly efficient and enantioselective Lewis basic organocatalysts for the reduction of N-aryl imines with trichlorosilane. Catalyst 4b afforded high isolated yields (up to 98%) and enantioselect
L-piperazine-2-carboxylic acid derived N-formamide as a highly enantioselective Lewis basic catalyst for hydrosilylation of N-aryl imines with an unprecedented substrate profile
Wang, Zhouyu,Cheng, Mounuo,Wu, Pengcheng,Wei, Siyu,Sun, Jian
, p. 3045 - 3048 (2007/10/03)
L-Piperazine-2-carboxylic acid derived N-formamides have been developed as highly enantioselective Lewis basic catalysts for the hydrosilylation of N-aryl imines with trichlorosilane. The arene sulfonyl group on N4 was found to be critical for the high en
S-chiral sulfinamides as highly enantioselective organocatalysts
Pei, Dong,Wang, Zhouyu,Wei, Siyu,Zhang, Yu,Sun, Jian
, p. 5913 - 5915 (2007/10/03)
(Diagram presented) Easily accessible chiral sulfinamide 2 has been developed as the first highly efficient and enantioselective organocatalyst relying solely on a chiral sulfur center for stereochemical induction. In the presence of 20 mol % of 2, a broa
Oxidative rearrangement of ketimines to amides by MCPBA and BF3·OEt2
Kim, So Yeon,An, Gwang-Il,Rhee, Hakjune
, p. 112 - 114 (2007/10/03)
Several amides were obtained by an efficient method from the corresponding alkyl aryl ketimines in high yields. Ketimines are readily prepared from the corresponding ketones. This procedure involves the oxidation of alkyl aryl ketimines with MCPBA with BF3·OEt2. In this reaction, only aryl group of alkyl aryl ketimines was migrated to the electron deficient nitrogen atom.