354816-61-8

Basic information

• Product Name: (S)-3-acetoxy-1,3-diphenyl-1-propene
• Synonyms: (S)-3-acetoxy-1,3-diphenyl-1-propene
• CAS NO: 354816-61-8
• Molecular Weight: 252.313
• Mol File: 354816-61-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (S)-3-acetoxy-1,3-diphenyl-1-propene(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-acetoxy-1,3-diphenyl-1-propene(354816-61-8)
• EPA Substance Registry System: (S)-3-acetoxy-1,3-diphenyl-1-propene(354816-61-8)

Safety Data

• Hazardous Substances Data: 354816-61-8(Hazardous Substances Data)

Upstream product

• 87751-69-7 rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene 
• 105-53-3 diethyl malonate 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 121440-87-7 (-)-(R,E)-N-benzyl-(1,3-diphenyl-2-propenyl)amine 
• 121440-87-7 (+)-(S,E)-N-benzyl-(1,3-diphenyl-2-propenyl)amine 
• 95071-02-6 dimethyl 2-[(E)-(S)-1,3-diphenylallyl]-malonate 
• 95071-02-6 (R)-methyl 2-carbomethoxy-3,5-diphenylpent-4-enoate 
• 171927-27-8 3-[(2E)-1,3-diphenylprop-2-en-1-yl]-pentane-2,4-dione 
• 136981-81-2 (R)-(E)-1,3-diphenyl-prop-2-en-1-ol 
• 132014-29-0 (S)-(E)-1,3-diphenylprop-2-en-1-ol 

Relevant articles and documents

Kinetic resolution of allylic esters in palladium-catalyzed asymmetric allylic alkylations using C-N bond axially chiral aminophosphine ligands

Chiral allylic esters, such as (R)-1,3-diphenyl-2-propenyl acetate (R)-2a, were synthesized by kinetic resolution in a palladium-catalyzed asymmetric allylic alkylation using N-aryl indoline type C-N bond axially chiral aminophosphines (S)-1 as ligands.

A Case for Enantioselective Allylic Alkylation Catalyzed by Palladium Nanoparticles

Palladium nanoparticles (4 nm, fcc) were prepared through decomposition of [Pd2(dba)3] by H2 in the presence of a chiral xylofuranoside diphosphite. These particles catalyze the allylic alkylation of rac-3-acetoxy-1,3-diphenyl-1-propene with dimethyl malonate leading to an almost total conversion of the (R) enantiomer and almost no reaction with the (S). This gives rise to 97% ee for the alkylation product and a kinetic resolution of the substrate recovered with ca. 90% ee. This behavior was compared to that of a molecular catalyst at various dilutions, and the differences between the two systems are discussed. This is the first colloidal system shown to display such a high enantioselectivity besides the well-known Pt/cinchonidine system. Copyright

Pd-catalyzed asymmetric synthesis of allylic tert-butyl sulfones and sulfides: Kinetic resolution of the allylic substrate by a chiral Pd-complex

The acyclic and cyclic allylic tert-butyl sulfones 3, ent-3, 11a, 11b and 15a-c of 89-98% ee were synthesized in 40-92% yield by a Pd-catalyzed reaction of the respective allylic acetates and carbonates rac-1a, rac-1b, rac-10a, rac-10b and rac-14a-c with