404868-29-7

Basic information

• Product Name: Propanedioic acid, [(1R)-1,3-diphenyl-2-propenyl]-, diethyl ester
• CAS NO: 404868-29-7
• Molecular Formula: C22H24O4
• Molecular Weight: 352.43
• Mol File: 404868-29-7.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(1R)-1,3-diphenyl-2-propenyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(1R)-1,3-diphenyl-2-propenyl]-, diethyl ester(404868-29-7)
• EPA Substance Registry System: Propanedioic acid, [(1R)-1,3-diphenyl-2-propenyl]-, diethyl ester(404868-29-7)

Safety Data

• Hazardous Substances Data: 404868-29-7(Hazardous Substances Data)

Upstream product

• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 108-59-8 malonic acid dimethyl ester 
• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 87751-69-7 rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene 
• 105-53-3 diethyl malonate 

Relevant articles and documents

Twofold C?H Activation-Based Enantio- and Diastereoselective C?H Arylation Using Diarylacetylenes as Rare Arylating Reagents

C?H bond activation has been established as an attractive strategy to access axially chiral biaryls, and the most straightforward method is direct C?H arylation of arenes. However, the arylating source has been limited to several classes of reactive and bulky reagents. Reported herein is rhodium-catalyzed 1:2 coupling of diarylphosphinic amides and diarylacetylenes for enantio- and diastereoselective construction of biaryls with both central and axial chirality. This twofold C?H activation reaction stays contrast to the previously explored Miura–Satoh type 1:2 coupling of arenes and alkynes in terms of chemoselectivity and proceeded under mild conditions with the alkyne acting as a rare arylating reagent. Both C?H activation events are stereo-determining and are under catalyst control, with the 2nd C?H activation being diastereo-determining in a remote fashion. Analysis of the stereochemistry of the major and side products suggests moderate enantioselectivity of the initial C?H activation–desymmetrization process. However, the minor (R) rhodium vinyl intermediate is consumed more readily in undesired protonolysis, eventually resulting in high enantio- and diastereoselectivity of the major product.

d-Fructose Based Spiro-Fused PHOX Ligands: Palladium Complexes and Application in Catalysis

Phosphinooxazoline (PHOX) ligands are an important class of ligands in asymmetric catalysis. Recently we reported on the synthesis of d-fructose based spiro-fused PHOX ligands. Here, we now present the application of these ligands in asymmetric alkylation

New phosphine-imine and phosphine-amine ligands derived from D-gluco-, D-galacto- and D-allosamine in Pd-catalysed asymmetric allylic alkylation

New phosphine-imine and phosphine-amine chiral ligands which were easily prepared from D-gluco-, D-galacto- and D-allosamine furnished a high level of enantiomeric excess (up to 99%) in the Pd(0)-catalysed asymmetric allylic alkylation of racemic 1,3-diphenyl-2-propenyl acetate with malonates.