128586-68-5

Basic information

• Product Name: (S)-2-allyl-3-phenylpropionaldehyde
• Synonyms: (S)-2-allyl-3-phenylpropionaldehyde
• CAS NO: 128586-68-5
• Molecular Weight: 174.243
• Mol File: 128586-68-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (S)-2-allyl-3-phenylpropionaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-allyl-3-phenylpropionaldehyde(128586-68-5)
• EPA Substance Registry System: (S)-2-allyl-3-phenylpropionaldehyde(128586-68-5)

Safety Data

• Hazardous Substances Data: 128586-68-5(Hazardous Substances Data)

Upstream product

• 15022-08-9 diallylcarbonate 
• 51425-55-9 (E)-dihydrocinnamaldehyde trimethyl silyl enol ether 
• 168297-97-0 (S)-4-benzyl-5,5-dimethyl-N-(3-phenylpropanoyl)-1,3-oxazolidin-2-one 
• 104-53-0 3-phenyl-propionaldehyde 
• 591-87-7 Allyl acetate 
• 130284-26-3 2-benzylpent-4-en-1-ol 
• 24420-11-9 1-allyl-pyrrolidine 
• 29805-49-0 methyl 2-allyl-3-phenylpropionate 
• 23878-88-8 4,4,6-trimethyl-2-vinyl-5,6-dihydro-4H-[1,3]oxazine 
• 106-95-6 allyl bromide 

Downstream Products

• 1570095-04-3 C₁₄H₁₈O 
• 1570094-01-7 [(E)-2-allyl-5-methoxypent-3-enyl]benzene 
• 1570094-84-6 (E)-methyl 4-benzylhepta-2,6-dienoate 
• 128586-80-1 (1S,3S,3aR)-3-Benzyl-1-methyl-1,2,3,3a-tetrahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-9-one 
• 128586-80-1 (1S,3R,3aR)-3-Benzyl-1-methyl-1,2,3,3a-tetrahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-9-one 
• 128586-80-1 (1R,3S,3aR)-3-Benzyl-1-methyl-1,2,3,3a-tetrahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-9-one 
• 128586-80-1 (1R,3R,3aR)-3-Benzyl-1-methyl-1,2,3,3a-tetrahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-9-one 
• 130284-26-3 2-benzylpent-4-en-1-ol 

Relevant articles and documents

Organocatalytic SOMO reactions of copper(I)-acetylide and alkylindium compounds with aldehydes

The derivatisation of aldehydes in their α-position is an important facet of organic synthesis. Organocatalytic radical reactions afford α-functionalised aldehydes via a SOMO activation pathway. New organo-SOMO reactions of aldehydes with copper(I)-acetylide and alkylindium reagents are detailed. These reactions proceed well under the catalysis of chiral imidazolidinones. The corresponding functionalised aldehydes were obtained with acceptable yields, but with only low enantiomeric ratios.

Direct regiospecific and highly enantioselective intermolecular α-allylic alkylation of aldehydes by a combination of transition-metal and chiral amine catalysts

The first direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd0 complexes and simple chiral amines as co-catalysts is disclosed. The co-catalytic asymmetric chemoselective and regiospecific α-allylic alkylation reaction is linked in tandem with in situ reduction to give the corresponding 2-alkyl alcohols with high enantiomeric ratios (up to 98:2 e.r.; e.r.=enantiomeric ratio). It is also an expeditious entry to valuable 2-alkyl substituted hemiacetals, 2-alkyl-butane-1,4-diols, and amines. The concise co-catalytic asymmetric total syntheses of biologically active natural products (e.g., Arundic acid) are disclosed. Go organic! Direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd0 complexes and simple chiral amines as co-catalysts is disclosed (see scheme). Copyright

Direct catalytic intermolecular α-allylic alkylation of aldehydes by combination of transition-metal and organocatalysis

(Chemical Equation Presented) All in the same pot together: The direct catalytic α-allylic alkylation of aldehydes and cyclic ketones is achieved by using a simple, unprecedented one-pot procedure. Transition-metal and enamine catalysis are combined so that α-allylic alkylated aldehydes and cyclic ketones are formed in high yield with a direct catalytic chemo- and regioselective method.