160191-70-8

Basic information

• Product Name: (R)-N-(4-methoxyphenyl)-α-methylbenzenepropenamine
• Synonyms: (R)-N-(4-methoxyphenyl)-α-methylbenzenepropenamine
• CAS NO: 160191-70-8
• Molecular Weight: 253.344
• Mol File: 160191-70-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-N-(4-methoxyphenyl)-α-methylbenzenepropenamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-(4-methoxyphenyl)-α-methylbenzenepropenamine(160191-70-8)
• EPA Substance Registry System: (R)-N-(4-methoxyphenyl)-α-methylbenzenepropenamine(160191-70-8)

Safety Data

• Hazardous Substances Data: 160191-70-8(Hazardous Substances Data)

Upstream product

• 80542-40-1 N-cinnamylidene-p-anisidine 
• 917-54-4 methyllithium 
• 88315-63-3 (E)-4-methoxy-N-((E)-3-phenylallylidene)aniline 

Relevant articles and documents

Studies on the bisoxazoline- and (-)-sparteine-mediated enantioselective addition of organolithium reagents to imines

The enantioselective addition of organolithium reagents to N-anisylaldimines promoted by chiral bisoxazolines and (-)-sparteine as external ligands is described. This reaction proceeds readily with a wide range of aldimine substrates (aliphatic, aromatic, olefinic) and organolithium nucleophiles (Me, n-Bu, Ph, vinyl) in excellent yields (81-99%) and with high enantioselectivities (up to 97:3.0 er). The external ligands can be used in substoichiometric amounts albeit with slightly attenuated enantioselectivities. A systematic evaluation of the structural features of the bisoxazolines revealed a primary contribution from the substituent at C(4) and a secondary influence from the bridging substituents. A computational analysis (PM3) provided a clear rationalization for the origin of enantioselectivity.

Effect of Ligand Structure in the Bisoxazoline Mediated Asymmetric Addition of Methyllithium to Imines

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Asymmetric addition of organolithium reagents to imines

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