85624-04-0

Upstream product

• 836-41-9 p-methoxybenzylidene-phenylamine 
• 85624-02-8 2-(4-Methoxy-phenyl)-2-phenylsulfanyl-pent-4-enenitrile 
• 104-47-2 p-methoxybenzylnitrile 
• 85624-03-9 (+/-)-α-allyl-α-(p-methoxyphenyl)acetonitrile 

Downstream Products

• 1254367-03-7 3-benzyl-2-[1-(4-methoxyphenyl)but-3-enyl]oxazolidine 
• 1570094-80-2 (E)-methyl 4-(4-methoxyphenyl)hepta-2,6-dienoate 
• 1570093-98-9 1-methoxy-4-((E)-1-methoxyhepta-2,6-dien-4-yl)benzene 
• 75509-56-7 2-<1-(p-methoxyphenyl)-3-NN-dimethylamino>propyl-1,3-dioxolan 
• 75509-55-6 2-<1-(p-methoxyphenyl)-3-oxopropyl>-1,3-dioxolan 
• 75523-04-5 2-(p-methoxyphenyl)-4-(NN-dimethylamino)butanal 
• 34603-52-6 1-[2-(dimethylamino)ethyl]-4'-methoxy-2,3-dihydro-[1,1′-biphenyl]-4(1H)-one 
• 70503-57-0 4-allyl-4-(4-methoxyphenyl)-cyclohex-2-en-1-one 
• 75509-54-5 2-<1-(p-methoxyphenyl)but-3-enyl>-1,3-dioxolan 

Relevant academic research and scientific papers

Pyrolysis of azetidinone derivatives: A versatile route towards electron-rich alkenes, C-1 allylation and/or homologation of aldehydes

Pyrolysis of β-lactams and β-thiolactams led essentially to stereoselective synthesis of the high energy electron-rich Z-alkenes. Extension of this methodology to the pyrolysis of 3-allyloxy derivatives gave a simple direct route to the synthetically important 4-pentenal. These pyrolytic transformations convert aldehydes to aryloxyalkenes (a protected homologation) and 4-pentenal (a C-1 allylation and homologation). The starting 3-aryloxy and 3-allyloxy-β-lactams were synthesized by the standard Staudinger ketene-imine [2 + 2] cycloaddition. The corresponding β-thiolactams have readily been obtained in good yields by thiation of β-lactams with Lawesson's reagent. This journal is the Partner Organisations 2014.

Diastereoselective access to trans -2-substituted cyclopentylamines

A highly diastereoselective synthesis of trans-2-substituted cyclopentylamines via a tandem hydrozirconation/Lewis acid-mediated cyclization sequence applied to butenyl oxazolidines is described. The method allows an easy preparation of diversely substituted cyclopentylamines which appear to be useful synthetic intermediates. This was further illustrated by the syntheses of (±)-Rodocaine, (±)-trans-pentacin, and enantiomerically enriched trans-cyclopentane-1,2-diamine.

Applications of Substituted Arylacetaldehydes in the Total Synthesis of seco-Mesembrane Alkaloids. Part 1. The Total Synthesis of (+/-)-O-Methyljoubertiamine

The substituted arylacetaldehyde 2-(p-methoxyphenyl)-5-dimethylaminobutanol (1a) is shown to serve as a precursor in the total synthesis of the seco-mesembrane alkaloid (+/-)-O-methyljoubertiamine (2; R1R2=O, R3=Me, Δ