132902-42-2

Upstream product

• 4377-33-7 2-chloromethylpyridine 
• 31106-82-8 2-(bromomethyl)pyridine hydrobromide 
• 22348-32-9 (R)-α,α-diphenylprolinol 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 132902-37-5 (S)-2-methoxycarbonyl-1-(2-pyridylmethyl)pyrrolidine 
• 22348-32-9 (S)-diphenylprolinol 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 100-58-3 phenylmagnesium bromide 

Relevant academic research and scientific papers

Asymmetric henry reaction catalyzed by a chiral Cu(II) complex: A facile enantioselective synthesis of (S)-2-nitro-1-arylethanols

A catalytic asymmetric Henry reaction has been developed using a novel chiral Cu(II) complex derived from (R)-2-(diphenylmethanol)-l-(2-pyridylmethyl) pyrrolidine and copper(II) acetate in ethanol under mild conditions. The corresponding chiral 2-nitro-1-

Asymmetric Cyanosilylation of Ketones Catalyzed by Bifunctional Chiral N-Oxide Titanium Complex Catalysts

A new bifunctional catalytic system based on chiral N-oxide titanium complexes has been used for the asymmetric cyanosilylation of ketones. Screening of a variety of chiral N-oxide metal complexes resulted in (1R,2S)-1-(2'-pyridylmethyl)-2-(diphenylhydroxymethyl)pyrrolidine N-oxide titanium complex, which gave O-TMS cyanohydrins in good yields with enantiometric excesses of up to 69 percent. A catalytic cycle based on experimental phenomena and studies was proposed to explain the origin of the asymmetric induction.

Enantiospecific synthesis of pyridinylmethyl pyrrolidinemethanols and catalytic asymmetric borane reduction of prochiral ketones

Three chiral pyridinylmethyl pyrrolidinemethanol derivatives have been synthesized from N-alkylation of (S)-α,α-diphenyl-2- pyrrolidinemethanol and N-carbonylation of L-proline methyl ester. The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral oxazaborolidine catalysts prepared in situ from chiral pyridinylmethyl pyrrolidinemethanol derivatives. The corresponding chiral secondary alcohols were obtained with good to excellent enantiomeric excesses (up to 98% ee) using (S)-2-(diphenylmethanol)-l-(2-pyridylmethyl)pyrrolidine 1 in THF at reflux and moderate to good enantiomeric excesses using C 2-symmetric compound 2 (up to 86% ee) in THF.

Homochiral Amine Oxides in the Enantioselective Reduction of Ketones

The synthesis of a number of novel homochiral prolinol N-oxide derivatives is described. Several of these were found to catalyse the borane reduction of α-chloroacetophenone to (S)-2-chloro-1-phenylethanol in excellent chemical yield and in 96% ee.

Asymmetric Catalysis, Part 91: Enantioselective Monophenylation of cis-1,2-Cyclopentanediol with Triphenylbismuth Diacetate and Chiral Copper(II) Complexes as Catalysts

The monophenylation of cis-1,2-cyclopentanediol with triphenylbismuth diacetate in the presence of chiral Cu(II) complexes as catalysts gave cis-2-hydroxy-1-phenoxy-cyclopentane with enantiomeric excesses up to 38percent.The optically active ligands used were triamine derivatives of 2,6-bis(aminomethyl)pyridine and diamine derivatives of 2-(aminomethyl)pyridine.Selectivity in the monophenylation occurred only in the presence of the latter as auxiliary ligands. - Keywords.Enantioselective catalysis; Chiral Cu(II) complexes; Monophenylation; Triphenylbismuth diacetate; cis-1,2-Cyclopentanediol.

CHIRAL LIGANDS CONTAINING HETEROATOMS. 6. 1-(2-PYRIDYLMETHYL)PYRROLIDINE IN THE CHIRAL CATALYSIS OF ADDITION OF DIETHYLZINC TO BENZALDEHYDE

The synthesis of a series of new optically active pyridine ligands from proline derivatives has been developed for the enantioselective addition of dialkyl zinc compounds to aldehydes.The results obtained indicate that the corrdination of a metal atom to the nitrogen of the pyridine ring is essential in determining the stereochemistry of the process.