849582-83-8

Basic information

• Product Name: Cyclopropanecarboxaldehyde, 2-benzoyl-3-phenyl-, (1R,2S,3R)-
• CAS NO: 849582-83-8
• Molecular Formula: C17H14O2
• Molecular Weight: 250.297
• Mol File: 849582-83-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Cyclopropanecarboxaldehyde, 2-benzoyl-3-phenyl-, (1R,2S,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxaldehyde, 2-benzoyl-3-phenyl-, (1R,2S,3R)-(849582-83-8)
• EPA Substance Registry System: Cyclopropanecarboxaldehyde, 2-benzoyl-3-phenyl-, (1R,2S,3R)-(849582-83-8)

Safety Data

• Hazardous Substances Data: 849582-83-8(Hazardous Substances Data)

Upstream product

• 104-55-2 3-phenyl-propenal 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 5667-47-0 phenacyldimethylsulfonium bromide 
• 19158-66-8 1-(2-oxo-2-phenylethyl)tetrahydrothiophenium bromide 
• 1376347-05-5 C₁₇H₁₈O₂ 
• 14371-10-9 (E)-3-phenylpropenal 
• 42350-78-7 (2-oxo-2-phenylethyl)triphenylarsonium bromide 

Downstream Products

• 1027804-30-3 (Z)-3-((1R,2R,3R)-2-benzoyl-3-phenylcyclopropyl)-1-phenylprop-2-en-1-one 
• 1027804-18-7 (E)-3-((1R,2R,3R)-2-benzoyl-3-phenylcyclopropyl)-1-phenylprop-2-en-1-one 
• 1027804-32-5 ethyl (Z)-3-((1R,2R,3R)-2-benzoyl-3-phenylcyclopropyl)acrylate 
• 1027804-31-4 ethyl (E)-3-((1R,2R,3R)-2-benzoyl-3-phenylcyclopropyl)acrylate 
• 17393-16-7 (+/-)-1-[(1R,2S,3s)-2-benzoyl-3-phenylcyclopropyl](phenyl)methanone 
• 174814-83-6 (S)-5-oxo-3,5-diphenylpentanoic acid 

Relevant articles and documents

Arylation of Aldehydes to Directly Form Ketones via Tandem Nickel Catalysis

A nickel-catalyzed arylation of both aliphatic and aromatic aldehydes proceeds with air-stable (hetero)arylboronic acids, with an exceptionally wide substrate scope. The neutral condition tolerates acidic hydrogen and sensitive polar groups and also preserves α-stereocenters of some chiral aldehydes. Interestingly, this nickel(0) catalysis does not follow common 1,2-insertion of arylmetal species to aldehydes and β-hydrogen elimination.

Enantioselective cyclopropanation of enals by oxidative N-heterocyclic carbene catalysis

Carbene catalysed redox activation of α,β-unsaturated aldehydes is applied for generation of α,β-unsaturated acyl azoliums which undergo cyclopropanation upon reaction with a sulfur ylide and an alcohol to give the corresponding cyclopropanecarboxylic acid esters. With chiral carbenes good to excellent diastereo and enantioselectivities are obtained.

Highly enantioselective tandem cyclopropanation/Wittig reaction of α,β-unsaturated aldehydes with arsonium ylides catalyzed by recyclable dendritic catalyst

A novel tandem cyclopropanation/Wittig reaction of α,β-unsaturated aldehydes with arsonium ylides using a chiral 2-trimethylsilanyloxy-methyl-pyrrolidine-based dendritic catalyst is described. Good yields (up to 86%), and high diastereoselectivities (up to dr = 99:1) and enantioselectivities (up to 99% ee) were obtained under simple and mild reaction conditions. The catalyst can be recycled without any loss in activity.