56037-35-5Relevant 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.
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
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
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
Synthesis of 2′-Alkylspiro[2-X-cyclohexan-1,3′-3′H-indole] (X = H; X = CH3) by an Unexpected Reaction between an Organomagnesium Halide and 2′-Methylspiro[2-X-cyclohexan-1,3′-3′H-indole]. X-ray Structure of a Fluorescent Dimeric Compound
Rodriguez, J. Gonzalo,Urrutia, Anahi,De Diego, J. Eugenio,Martinez-Alcazar, M. Paz,Fonseca
, p. 4332 - 4337 (2007/10/03)
The reaction of 2′-methylspiro[cyclohexan-1,3′-3′H-indole] (1a) with methylmagnesium iodide gives 2′-ethyl-, 2′-isopropyl-, and 2′-tert-butylspiro[cyclohexan-1,3′-3′H-indole] as the unexpected 2′-methyl insertion products; their presence and ratio are dependent upon the reaction conditions. Influence of a methyl substituent in 2′-methylspiro[2-methylcyclohexan-1,3′-3′H-indole] (1b) on the reaction with methylmagnesium iodide has been analyzed; the 2′-ethyl (2b) and 2′-isopropyl (3b) derivatives were obtained as the insertion products together with a luminescent compound that was identified by X-ray diffraction analysis as meso-(1R,2S),(1S,2R)-α,β-di{(2′-(spiro[2-methylcyclohexan-1, 3′-3′H-indolyl]}ethene (10). The reaction of 1a or 1b with some active organomagnesium halides (allyl or benzyl) afforded the 2′-methyl-2′-alkyl-3′H-indole derivative (allyl, 5a or 5b; benzyl, 6a) as an apparent addition product. The reaction possibly occurs through a mechanism of radical intermediates.
