Asymmetric hydrogenation catalyzed by (achiral base)bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system.
スポンサーリンク
概要
- 論文の詳細を見る
Chiral tertiary amines with a secondary amide group at α- or β-carbon were prepared, and an asymmetric hydrogenation of methyl 2-(acetylamino)acrylate and <I>N</I>,<I>N</I>′-dimethyl-5-benzylidenehydantoin catalyzed by achiral base-coordinated bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system was examined by using each of them as the cocatalyst. The enantiomeric excess of <I>N</I>,<I>N</I>′-dimethyl-5-benzylhydantoin reached 79.1% with (<I>S</I>)-<I>N</I>-[(<I>R</I>)-1-phenylethyl]-2-quinuclidinecarboxamide as the cocatalyst. Remarkable differences were observed in the enantioselectivities between the two substrates for the same cocatalysts. Discussion about the conformations of the cocatalysts and substrates led to proposed models of chirality-recognizing transition states.
- 公益社団法人 日本化学会の論文
著者
関連論文
- A Facile Synthesis of 2,3-Dihydroxyketones from 1,2-Diketones and Aldehydes Using Samarium Diiodide
- Solid-State Specific and Unidirectional Photoisomerization of 3-Substituted Propyl to 1-Substituted Propyl Cobaloxime Complexes via 2-Substituted Propyl Complexes
- Chiral Lattice-Controlled Asymmetric Photoisomerization of (2-Cyanoethyl)cobaloximes in the Solid State
- Formal Synthesis of Squalamine from Desmosterol
- The SmI_2 Mediated Cross-Coupling Reaction of Aldehydes with α-Diketones in Their Aqueous Forms
- Asymmetric Synthesis of Ketones by SmI_2-Mediated Allylation or Benzylation of Ketenes Followed by Enantioselective Protonation
- Crystalline-State Reaction of Cobaloxime Complexes. 18. Metastable Intermediate Structure Observed by a New X-Ray Diffractometer for Rapid Data Collection
- Reactions in Solid and Constrained State. IV.^ Preparation and Solid-State Photoracemization of Optically Active Alkyl Cobaloxime Complexes
- β-α Photoisomerization of Cobaloxime Complexes in the Solid State. 5.^ Reaction Rate Reduced by a Hydrogen Bond
- Crystal Structure of [(S)-1, 2-Bis(allyloxycarbonyl)ethyl]bis-(dimethylglyoximato)[(R)-1-phenylethylamine]cobalt(III) Isopropanol Solvate
- Structural studies of asymmetric hydrogenation. IV. The crystal structures of [(R)-1-cyanoethyl][(S)(-)-.ALPHA.-methylbenzylamine]bis(dimethylglyoximato)cobalt(III) at 293 K and 173 K.
- Preparation and Reaction of Optically Active Organotransition Metal Complexes. III. Preparation of Optically Active (1-(Methoxycarbonyl)ethyl)cobaloximes Coordinated with Various Axial Ligands and Their Photoracemization. Remarkable Steric Effect of Axial
- Preparation and reaction of optically active organotransition metal complexes. II. Preparation and photoracemization of optically active (1-cyanoethyl)cobaloxime complexes coordinated with various axial ligands.
- Preparations and properties of optically active (alkyl)bis(dimethylglyoximato)cobalt(III) complexes.
- Asymmetric hydrogenation catalyzed by bis(disubstituted glyoximato)cobalt(II)(L)-chiral cocatalyst system. Effect of structural variation of ligands and hydrogen pressure.
- Asymmetric reactions. X. Asymmetric hydrogenation catalyzed by bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst (amino alcohol) system.
- Asymmetric hydrogenation catalyzed by the (achiral base)bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system. The preparation of a new type of chiral cocatalyst and its application to the asymmetric hydrogenation of methyl N-(acetylamino)acrylate an
- Asymmetric hydrogenation of N,N'-dimethyl-5-alkylidene- and arylmethylenehydantoins catalyzed by (achiral base)bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system.
- Asymmetric hydrogenation catalyzed by (achiral base)bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system.