493-48-1Relevant academic research and scientific papers
Vancomycin-iridium (III) interaction: An unexplored route for enantioselective imine reduction
Facchetti, Giorgio,Pellegrino, Sara,Bucci, Raffaella,Nava, Donatella,Gandolfi, Raffaella,Christodoulou, Michael S.,Rimoldi, Isabella
supporting information, (2019/08/07)
The chiral structure of antibiotic vancomycin (Van) was exploited as an innovative coordination sphere for the preparation of an IrCp* based hybrid catalysts. We found that Van is able to coordinate iridium (Ir(III)) and the complexation was demonstrated by several analytical techniques such as MALDI-TOF, UV, Circular dichroism (CD), Raman IR, and NMR. The hybrid system so obtained was employed in the Asymmetric Transfer Hydrogenation (ATH) of cyclic imines allowing to obtain a valuable 61% e.e. (R) in the asymmetric reduction of quinaldine 2. The catalytic system exhibited a saturation kinetics with a calculated efficiency of Kcat/KM = 0.688 h?1mM?1
Simple and Versatile Laboratory Scale CSTR for Multiphasic Continuous-Flow Chemistry and Long Residence Times
Chapman, Michael R.,Kwan, Maria H. T.,King, Georgina,Jolley, Katherine E.,Hussain, Mariam,Hussain, Shahed,Salama, Ibrahim E.,González Nino, Carlos,Thompson, Lisa A.,Bayana, Mary E.,Clayton, Adam D.,Nguyen, Bao N.,Turner, Nicholas J.,Kapur, Nikil,Blacker, A. John
supporting information, p. 1294 - 1301 (2017/09/23)
A universal multistage cascade CSTR has been developed that is suitable for a wide range of continuous-flow processes. Coined by our group the "Freactor" (free-to-access reactor), the new reactor integrates the efficiency of pipe-flow processing with the advanced mixing of a CSTR, delivering a general "plug-and-play" reactor platform which is well-suited to multiphasic continuous-flow chemistry. Importantly, the reactor geometry is easily customized to accommodate reactions requiring long residence times (≥3 h tested).
A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions
Williams, Glynn D.,Pike, Richard A.,Wade, Charles E.,Wills, Martin
, p. 4227 - 4230 (2007/10/03)
(Equation presented) Cyclic amines may be prepared via a sequence of deprotection followed by intramolecular reductive amination of t-Boc-protected amino ketones under asymmetric transfer hydrogenation conditions. In cases where the corresponding imine reaction proceeds with high enantioselectivity, this is reflected in the one-step process.
Asymmetric synthesis of 1-substituted tetrahydroisoquinolines by nucleophilic addition to hydrazonium ions. Application to the enantioselective syntheses of (+)- and (-)-salsolidines and (-)-cryptostyline II
Suzuki,Aoyagi,Kibayashi
, p. 6709 - 6712 (2007/10/02)
Nucleophilic addition of carbon nucleophiles and metal hydride reagents to hydrazonium salts modified by optically active 2-substituted pyrrolidine auxiliaries leads to highly enantioselective synthesis of 1-substituted tetrahydroisoquinolines. This methodology was applied to asymmetric synthesis of the title isoquinoline alkaloids.
METABOLISM OF SALSOLINOL BY TISSUE CULTURES OF SOME PAPAVERACEAE
Iwasa, K.,Kamigauchi, M.,Takao, N.
, p. 2973 - 2976 (2007/10/02)
(+/-)-Salsolinol, a substance possibly inducing Parkinsonism and alcoholism, was transformed into the 6- and 7-O-monomethylated salsolinols by various plant tissue cultures of Papaveraceae.Only 6-O-methylsalsolinol was further N-methylated to provide N-methylisosalsoline.Key Word Index - Corydalis ochotensis; C. opliocarpa; Macleaya cordata; Papaveraceae; tissue cultures; metabolism; isoquinoline alkaloid; salsolinol.
2-amino (or hydroxy) phenethyl-1,2,3,4-tetrahydroisoquinolines as analgesics
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, (2008/06/13)
Analgesic 1,2,3,4-tetrahydroisoquinolines of the formula (1) STR1 wherein R1 and R2 respectively are hydrogen, hydroxy or alkoxy of 1 to 4 carbon atoms, R3 and R4 respectively are hydrogen or alkyl of 1 to 4 car
