809239-36-9Relevant academic research and scientific papers
L-Pipecolinic acid derived Lewis base organocatalyst for asymmetric reduction of N-aryl imines by trichlorosilane: Effects of the side amide group on catalytic performances
Wang, Zhouyu,Wang, Chao,Zhou, Li,Sun, Jian
, p. 787 - 797 (2013/02/25)
A series of N-formamides derived from pipecolinic acid have been synthesized and tested as Lewis base catalysts for the enantioselective reduction of N-aryl imines by trichlorosilane. Through the investigation of the structure-efficacy relationship between the side amide group and catalytic performance, several highly effective catalysts were discovered. In particular, arylamido-type catalyst 5i and non-arylamido-type catalyst 6c exhibited high reactivity and enantioselectivity, furnishing the reduction of a wide variety of N-aryl imines with high isolated yields (up to 98%) and ee values (up to 96%) under mild conditions. Moreover, these two catalysts complement each other in terms of their tolerances to nonaromatic ketimines and non-methyl ketimines. The Royal Society of Chemistry 2013.
A versatile catalyst for reductive animation by transfer hydrogenation
Wang, Chao,Pettman, Alan,Basca, John,Xiao, Jianliang
supporting information; experimental part, p. 7548 - 7552 (2010/12/19)
An iridium catalyst enables the reductive amination of carbonyl groups with unprecedented substrate scope, selectivity, and activity using formic acid as the hydrogen source (see scheme) The catalyst system provides significant improvement over commonly used boron hydrides.
Enantioselective synthesis of anti -β-hydroxy-α-amido esters via transfer hydrogenation
Seashore-Ludlow, Brinton,Villo, Piret,Haecker, Christine,Somfai, Peter
supporting information; experimental part, p. 5274 - 5277 (2011/01/12)
The asymmetric transfer hydrogenation of α-amido-β-keto esters to provide the corresponding anti-β-hydroxy-α-amido esters in good to excellent yields, diastereoselectivity, and enantioselectivity is reported. The procedure is operationally simple, and delicate handling of the catalyst is not necessary.
Evolution of chiral Lewis basic N-formamide as highly effective organocatalyst for asymmetric reduction of both ketones and ketimines with an unprecedented substrate scope
Zhou, Li,Wang, Zhouyu,Wei, Siyu,Sun, Jian
, p. 2977 - 2979 (2008/02/12)
L-Pipecolinic acid derived Lewis basic N-formamide 5e has been developed as a first highly effective catalyst for the asymmetric reduction of aromatic and aliphatic ketones as well as aromatic and aliphatic ketimines in good to high enantioselectivity. The Royal Society of Chemistry.
Carboxylation and Mitsunobu reaction of amines to give carbamates: Retention vs inversion of configuration is substituent-dependent
Dinsmore, Christopher J.,Mercer, Swati P.
, p. 2885 - 2888 (2007/10/03)
(Equation Presented) A mild method for the synthesis of carbamates from amino alcohols involves sequential carboxylation with carbon dioxide, followed by a Mitsunobu reaction. Unexpectedly, the stereochemical course of the Mitsunobu reaction is dependent on whether the carbamic acid intermediate is N-substituted with hydrogen (retention) or carbon (inversion).
Easily accessible chiral amino-phosphinite ligands for highly enantioselective palladium-mediated allylic alkylation
Chen, Guoshu,Li, Xin,Zhang, Haile,Gong, Liuzhu,Mi, Aiqiao,Cui, Xin,Jiang, Yaozhong,Choi, Michael C.K.,Chan, Albert S.C.
, p. 809 - 813 (2007/10/03)
Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with the dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of easily prepared new chiral amino-phosphinite ligands such as 3b and 3c to
