90383-10-1

Basic information

• Product Name: Propanedioic acid, [(1R,2E)-1-methyl-3-phenyl-2-propenyl]-, dimethyl ester
• CAS NO: 90383-10-1
• Molecular Formula: C15H18O4
• Molecular Weight: 262.306
• Mol File: 90383-10-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(1R,2E)-1-methyl-3-phenyl-2-propenyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(1R,2E)-1-methyl-3-phenyl-2-propenyl]-, dimethyl ester(90383-10-1)
• EPA Substance Registry System: Propanedioic acid, [(1R,2E)-1-methyl-3-phenyl-2-propenyl]-, dimethyl ester(90383-10-1)

Safety Data

• Hazardous Substances Data: 90383-10-1(Hazardous Substances Data)

Upstream product

• 82045-04-3 (rac)-(E)-2-acetoxy-4-phenylbut-3-ene 
• 108-59-8 malonic acid dimethyl ester 
• 18424-76-5 dimethyl malonate sodium salt 
• 121232-23-3 (+)-(R)-(E)-(4-phenyl-3-buten-2-yl) (diphenylphosphino)acetate 
• 115340-38-0 methyl (R)-[(E)-1-methyl-3-phenyl-2-propenyl] carbonate 
• 62413-47-2 (2R,3E)-4-phenyl-3-buten-2-ol 

Relevant articles and documents

Palladium complexes with chiral diphospholane ligands: Comparative catalytic properties and analysis of (η3-allyl)palladium species

The chiral diphospholane ligands Duphos (1) and Duxantphos (2), which can be differentiated by their bite angle, were applied to palladium-catalysed asymmetric reactions, essentially allylic alkylations with symmetrically (3a-d) or unsymmetrically (5a,b) substituted allylic acetates as substrates. The most interesting results were found with the first series of substrates in which 2 was more reactive and/or selective than 1. The model complexes of the catalytic intermediates [Pd{(S,S)-1}(η3-cyclohexenyl)](BF4) (10) and exo-[Pd{(R,R)-(η3-cyclohexenyl)](SbF6) (11) could be characterised by X-ray crystallography. 1H and 32P NMR spectroscopic analyses of [Pd{(R,R)-2}(η3-diphenylallyl)] (SbF6) (12) and [Pd{(R,R)-2}(η3-allyl)](SbF 6) (13) revealed the presence of exchanging isomers in solution. Structural data provided by these techniques combined with the preferential rotation model led to a satisfactory interpretation of the catalytic allylic alkylation results. It appears that the bite angle plays a crucial role in the positioning of the proximal methyl groups, which determines the distribution of allyl isomeric intermediates and the balance between clockwise and anticlockwise rotations in the enantioselective step. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Highly enantioselective alkylation of allyl acetates using tartrate-derived bioxazoline ligands

Tartrate-derived bioxazoline ligands, which form a five-membered chelate ring with metals, were evaluated for use in the asymmetric allylic alkylation (AAA) reactions of various symmetrical and unsymmetrical allyl acetates. Excellent enantioselectivities

Effective chiral ferrocenyl phosphine-thioether ligands in enantioselective palladium-catalyzed allylic alkylations

Chiral ferrocene-derived phosphine-thioether mixed donor ligands supported by heterocycles effected the palladium-catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical a