845965-31-3

Upstream product

• 1041199-38-5 (2S,4R)-ethyl 4-hydroxy-2-(hydroxydiphenylmethyl)pyrrolidine-1-carboxylate 
• 74-88-4 methyl iodide 
• 845965-29-9 (6R,7aS)-1,1-Diphenyl-6-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyrrolo[1,2-c]oxazol-3-one 
• 845965-33-5 1-ethyl 2-methyl (2S,4R)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1,2-dicarboxylate 
• 172947-80-7 (2S,4R)-1-ethyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 

Downstream Products

• 1103893-34-0 ((2S,4R)-4-methoxypyrrolidin-2-yl)diphenylmethanol 
• 1103893-51-1 ((2S,4R)-2(hydroxydiphenylmethyl)-4-methoxypyrrolidin-1-yl)(pyridin-2-yl)methanone 

Relevant academic research and scientific papers

Highly enantioselective synthesis of β-amino acid derivatives by the lewis base catalyzed hydrosilylation of β-enamino esters

A study was conducted to demonstrate highly enantioselective synthesis of β-amino acid derivatives by the Lewis base catalyzed hydrosilylation of βenamino esters. It was found that these catalyst and its analogue displayed excellent activities and enantioselectivities in promoting hydrosilylation of N-aryl β-enamino esters. N-picolinoylpyrrolidine derivatives and N-picolioylephedrine were also evaluated in hydrosilylation of (Z)-methyl 3-phenyl-3-(phenylamino)acrylate. The generality of the Lewis base organocatalyzed hydrosilylation of various β-enamino esters were examined under the optimized conditions. It was observed that the catalytic system exhibited a high sensitivity to the N-substituents, while all the N-aryl β-enamino esters underwent the hydrosilylation smoothly to give corresponding β-amino esters.

Fluorinated chiral secondary amines as catalysts for epoxidation of olefins with oxone

(Chemical Equation Presented) We have synthesized a series of chiral cyclic secondary amines having different substitution patterns and have screened them as catalysts for the asymmetric epoxidation of olefins using Oxone. The highest enantiomeric excess (61%) occurred for the epoxidation of 1-phenylcyclohexene catalyzed by a secondary amine bearing a fluorine atom at the β-position relative to the amino center. Our experimental results provide further support to the notion that the amine plays a dual role - as a phase transfer catalyst and an Oxone activator - in these epoxidation reactions. The slightly acidic reaction conditions we employed in this work obviate the need to preform ammonium salts, which are the actual catalysts that mediate the epoxidations.