80988-38-1

Upstream product

• 50-00-0 formaldehyd 
• 3466-80-6 (R)-(+)-6-phenylpiperidine 
• 931-20-4 1-methylpiperidin-2-one 
• 591-51-5 phenyllithium 
• 52806-02-7 iodure de 1-methyl-2-phenylpyridinium 
• 109-04-6 2-bromo-pyridine 
• 98-80-6 phenylboronic acid 
• 1008-89-5 2-phenylpyridine 

Relevant academic research and scientific papers

Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst

Iridium-catalyzed asymmetric hydrogenation of N-alkyl-2-alkylpyridinium salts provided 2-aryl-substituted piperidines with high levels of enantioselectivity. Simple benzyl and other alkyl groups successfully activated the challenging pyridine substrates toward hydrogenation. The use of the unusual chiral-phosphole-based MP2-SEGPHOS was the key to the success of this approach which provides a versatile and practical procedure for the synthesis of chiral piperidines. Ring to ring: Simple N-benzyl and N-alkyl groups successfully activated pyridine substrates toward hydrogenation. The use of the unusual chiral phosphole-based ligand L was the key to the success of this approach, which provides a versatile and practical procedure for the synthesis of chiral piperidines. cod=1,5-cyclooctadiene.

Lithium Methylorganocuprates Containing Chiral 2-(N-Methyl-2-pyrrolidinyl)-, 2-(N-Methyl-2-piperidinyl)- or 2-(1-N,N-Dimethylaminoethyl)-phenyl Groups. A Comparison of Addition to Two Acyclic Enones

Conjugate addition of the title cuprates to 4-phenyl-3-buten-2-one or 5-phenyl-2,2-dimethyl-4-penten-3-one at -35 deg C gave 4-phenyl-2-pentanone or 5-phenyl-2,2-dimethyl-3-hexanone, respectively, in high chemical yields (80-98percent).The enantiomeric excess, however, was only of the order of 1percent.Both enantiomers of N-methyl-2-phenylpyrrolidine and of N-methyl-2-phenylpiperidine were obtained by resolution with R,R-(+)-tartaric acid and R,R-(-)-O,O-dibenzoyltatraric acid, respectively.