1023754-71-3Relevant academic research and scientific papers
Solvent-dependent self-discrimination of Bis(2-hydroxyphenyl)diamides
Matsuzawa, Akinobu,Nojiri, Akihiro,Kumagai, Naoya,Shibasaki, Masakatsu
supporting information; experimental part, p. 5036 - 5042 (2010/09/16)
Solvent-dependent, self-dis-crimination of diamides is described. Mixing a solution of (A)-1a and (S)-1a, which are valine-derived, bis(2-hy-droxyphenyl) diamide-bearing, multiple hydrogen-bonding modules, in di-chloromethane immediately led to the formation of a thick suspension com-prising a 1: 1 heterochiral aggregate of la. The solubility of heterochiral la was substantially lower in halogenated solvents than in ethyl acetate. A perus-al of racemic crystal structures ob-tained from chloroform and ethyl ace-tate revealed a significant difference in the crystal-packing pattern, which is likely to be the basis for the pro-nounced difference in solubility. Specif-ic self-discrimination of la in an en-semble of eight structurally related molecules showcased the specific ag-gregation through the hydrogen-bond-ing network of the bis(2-hydroxyphe-nyl)diamide framework. The low solu-bility of heterochiral la in halogenated solvent was exploited to achieve high stereoselectivity in a catalytic asymmet-ric reaction by using a low enantiomer-ic excess sample of la.
Enantio- and diastereoselective mannich-type reactions of α-Cyano ketones with N-Boc aldimines catalyzed by chiral bifunctional urea
Lee, Ju Hee,Kim, Dae Young
supporting information; experimental part, p. 1779 - 1782 (2011/02/26)
The catalytic enantioselective electrophilic Mannich-type reaction promoted by chiral bifunctional organocatalysts is described. The treatment of a-cyano ketones with N-Boc-aldimines under mild reaction conditions afforded the corresponding β-amino-α-cyan
Linking structural dynamics and functional diversity in asymmetric catalysis
Nojiri, Akihiro,Kumagai, Naoya,Shibasaki, Masakatsu
supporting information; experimental part, p. 3779 - 3784 (2009/08/09)
Proteins, the functional molecules in biological systems, are sophisticated chemical devices thathave evolved over billions of years. Their function is intimately related to their three-dimensional structure and elegantly regulated by conformational chang
Asymmetric catalysis via dynamic substrate/ligand/rare earth metal conglomerate
Nojiri, Akihiro,Kumagai, Naoya,Shibasaki, Masakatsu
, p. 5630 - 5631 (2008/12/20)
A highly enantio- and diastereoselective catalytic asymmetric Mannich-type reaction of α-cyanoketones and N-Boc imines promoted by an amide ligand/Sc(OiPr)3 catalyst is described. The similar reaction outcome is obtained with/without
