634153-60-9

Upstream product

• 6850-57-3 2-methoxybenzylamine 
• 611-73-4 Benzoylformic acid 
• 100-52-7 benzaldehyde 

Downstream Products

• 25695-90-3 [(E)-(2-nitrobut-1-en-1-yl)benzene] 
• 1235889-89-0 (2R,5R)-dibenzyl 1-(2-methoxybenzyl)-5-(4-methoxyphenyl)-2-phenylpyrrolidine-3,3-dicarboxylate 
• 1235889-88-9 (2R,5R)-diisopropyl 1-(2-methoxybenzyl)-5-(4-methoxyphenyl)-2-phenylpyrrolidine-3,3-dicarboxylate 
• 1235889-64-1 (2R,5R)-dimethyl 1-(2-methoxybenzyl)-5-(4-methoxyphenyl)-2-phenylpyrrolidine-3,3-dicarboxylate 
• 1235889-86-7 (2R,5R)-dimethyl 1-(2-methoxybenzyl)-2-phenyl-5-(thiophen-2-yl)pyrrolidine-3,3-dicarboxylate 
• 1235889-77-6 (2R,5R)-dimethyl 1-(2-methoxybenzyl)-2-phenyl-5-styrylpyrrolidine-3,3-dicarboxylate 

Relevant academic research and scientific papers

Dynamic kinetic asymmetric synthesis of substituted pyrrolidines from racemic cyclopropanes and aldimines: Reaction development and mechanistic insights

An enantioselective preparation of 2,5-cis-disubstituted pyrrolidines has been achieved via a dynamic kinetic asymmetric transformation (DyKAT) of racemic donor-acceptor cyclopropanes and (E)-aldimines. Mechanistic studies suggest that isomerization of the aldimine or resultant iminium to the Z geometry is not a pathway that furnishes the observed 2,5-cis-disubstituted products.

Scope and limitations of the nitro-Mannich reaction for the stereoselective synthesis of 1,2-diamines

(Chemical Equation Presented) The acetic acid-promoted addition of lithium nitropropanate and the Lewis acid-catalyzed [Sc-(OTf)3, Cu(OTf) 2, or Ti(OiPr)4] addition of trimethylsilyl nitropropanate to a range of heteroaromatic and simple aliphatic aldimines gave anti-rich (～3-19:1) β-nitroamines in >95% yields as the kinetic products. It was found that a nonpolar N-imine protecting group was essential for reactivity with the o-methoxybenzyl (OMB) group giving better selectivities and yields than p-methoxybenzyl (PMB) or p-methoxyphenyl (PMP) in the Lewis acid-catalyzed addition reactions. Reduction with SmI2, treatment with COCl 2, followed by OMB deprotection gave diastereomerically pure cis-imidazolidinones in 55-79% overall yield from imine. Preliminary results have shown that acetic acid can catalyze the reaction of N-OMB-benzylideneamine with nitropropane, used as solvent, to give the thermodynamically more stable syn-β-nitroamine product.

X=Y-ZH systems as potential 1,3-dipoles. Part 45. Proton sponge effects on the 1,2-prototropic formation of azomethine ylides from arylidene benzylamines

A strong rate enhancing effect of an ortho-methoxy or an ortho-dimethylamino group on the 1,2-prototropic generation of azomethine ylides from arylidene arylmethylamines is demonstrated. In the absence of such functionality azomethine ylide formation fail

Ready Decarboxylation of Imines of α-Keto Acids. Mechanism and Application to Thioamide Synthesis

α-Keto acids are readily decarboxylated via imine formation with primary and/or secondary amines even when imine-enamine isomerisation can occur; the process is thought to involve an intermediate zwitterion which can be trapped by sulphur to give thioamides in excellent yield.