109428-67-3

Upstream product

• 24568-35-2 (-)-(2R,3R)-2,3-diphenyl-1,4-butanediol 
• 144828-40-0 (2R,4aR,6S,7S,8S,8aS)-7-(3,4-Diphenyl-pyrrolidin-1-yl)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 
• 474925-49-0 4-nitro-2,3-diphenylbutyric acid methyl ester 
• 224318-12-1 (4-methoxy-phenyl)-(5-nitro-3,4-diphenyl-pent-1-enyl)-carbamic acid tert-butyl ester 
• 5153-67-3 nitrostyrene 
• 474924-90-8 3,4-diphenylpyrrolidin-2-one 
• 144828-42-2 (3R,4R)-3,4-Diphenyl-pyrrolidine-1-carbaldehyde 
• 118989-04-1 3,4-diphenyl-trans-N-(1'-hydroxy-2'-butyl)-pyrrolidine 
• 4209-77-2 N-Benzyl-3,4-diphenylpyrrolidine 

Downstream Products

• 109297-16-7 (3R,3'R,4R,4'R)-3,3',4,4'-tetraphenyl-1,1'-ethylenedipyrrolidine 
• 474925-26-3 2-methyl-3,4-diphenyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 474924-93-1 3,4-diphenyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 154809-04-8 (3R,4R)-1-acetyl-3,4-diphenylpyrrolidine 
• 154808-86-3 (3R,3'R,4R,4'R)-3,3',4,4'-tetraphenyl-1,1'-oxalyldipyrrolidine 

Relevant academic research and scientific papers

Convenient method for the synthesis of chiral α,α-diphenyl-2-pyrrolidinemethanol

A simplified, convenient synthesis of chiral α,α-diphenyl-2-pyrrolidine-methanol involving one step N-and O-protection of S-proline using ethylchloroformate followed by Grignard addition-alkaline hydrolysis (KOH/CH3OH) is described.

Asymmetric carbon-carbon bond formations in conjugate additions of lithiated N-Boc allylic and benzylic amines to nitroalkenes: Enantioselective synthesis of substituted piperidines, pyrrolidines, and pyrimidinones

(-)-Sparteine mediated lithiations of N-Boc-allylic and benzylic amines provide configurationally stable intermediates which on conjugate additions to nitroalkenes provide highly enantioenriched enecarbamate products in good yields, and with high diastere

Design and synthesis of novel chiral pyrrolidine-based diamines with C2-symmetry

Novel chiral pyrrolidine-based diamines with C2-symmetry 2, 3 and their related compounds 4-8 were designed and synthesized in optically pure forms. Both (+)- and (-)-2 were prepared from optical active ditosylate 9. 3 was prepared from 3,5-dimethylbenzaldehyde through optical resolution and its absolute stereochemistry was correlated with 2,3-dimethylsuccinate 27. 4 was prepared from (-)-diol 28. 5-8 were prepared from 9 and 11.

CYCLOADDITION OF CHIRAL AZOMETHINE YLIDES FROM AMINOSUGAR N-OXIDES. ENANTIOSELECTIVE SYNTHESIS OF 3,4-DISUBSTITUTED PYRROLIDINES

The base deprotonation method, applied to amino-sugar N-oxides prepared from methyl 2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranoside (8) and methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (9), allows the easy generation of complex and very reactive sugar azomethine ylides.Fair yields of the major diastereomeric pyrrolidines resulting from cycloaddition to stilbene are thus obtained with good asymmetric induction.The easy elimination of the chiral appendage as starting epoxides gives access to the enantiomerically enriched 3,4-diphenylpyrrolidines.

The Use of the β-Amino-Alcohol-N-Oxide Derivatives in the Synthesis of 2,3 or 4-Alkyl Substituted NH Pyrrolidines

Nonstabilized azomethine ylides generated from the various β-amino alcohols N-oxides 13, 17, 23 and 24 undergo cycloaddition reactions with unactivated alkenes to afford the corresponding pyrrolidines 14a-g, 18a-g, 25 und 27 in moderate to good yields.These compounds are precursors of NH pyrrolidines substituted in position 2, 3 or 4.

Novel 3,4-Diarylpyrrolidine-Based Chiral Ligands for the Asymmetric Reaction of Arylmagnesium Bromides with Aldehydes

Utilizing novel chiral diamine ligands, asymmetric addition of arylmagnesium bromides to aldehydes provided the corresponding carbinols in 40-75percent ee.