58717-85-4

Basic information

• Product Name: (3S)-3-Phenyl-1-butene
• Synonyms: (3S)-3-Phenyl-1-butene;[(S)-1-Methylallyl]benzene;[S,(+)]-3-Phenyl-1-butene;1-[(S)-1-Methyl-2-propenyl]benzene
• CAS NO: 58717-85-4
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.2
• Mol File: 58717-85-4.mol
• Article Data: 67

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3S)-3-Phenyl-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-Phenyl-1-butene(58717-85-4)
• EPA Substance Registry System: (3S)-3-Phenyl-1-butene(58717-85-4)

Safety Data

• Hazardous Substances Data: 58717-85-4(Hazardous Substances Data)

Upstream product

• 593-60-2 Vinyl bromide 
• 60779-09-1 1-phenylethylmagnesium chloride 
• 117892-77-0 (α-methylbenzyl)zinc chloride 
• 75-01-4 chloroethylene 
• 41745-02-2 (1-phenylethyl)magnesium bromide 
• 22509-78-0 (but-3-en-2-yloxy)benzene 
• 36617-87-5 C₁₂H₁₉NO 
• 157397-76-7 (E)-methyl 3-phenylbut-2-enyl carbonate 
• 100-42-5 styrene 
• 74-85-1 ethene 
• 672-65-1 (1-chloroethyl)benzene 
• 40022-83-1 DL-2-phenyl-3-butene-2-yl acetate 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 81654-84-4 (-)-4-methyl-N-<<(E)-3-phenyl-2-butenyl>sulfinyl>-benzenesulfonamide 
• 878287-17-3 (-)-(S,E)-methyl 4-phenylpent-2-enoate 
• 86437-07-2 (-)-N,4-dimethyl-N-<<(E)-3-phenyl-2-butenyl>sulfinyl>-benzenesulfonamide 
• 1054487-05-6 (-)-S-ethyl (S,E)-4-phenyl-pent-2-enethioate 
• 1054487-20-5 (-)-(S,E)-5-phenyl-hex-3-en-2-one 

Relevant articles and documents

Low-Pressure Cobalt-Catalyzed Enantioselective Hydrovinylation of Vinylarenes

An efficient and practical protocol for the enantioselective cobalt-catalyzed hydrovinylation of vinylarenes with ethylene at low (1.2 bar) pressure has been developed. As precatalysts, stable [L2CoCl2] complexes are employed that are activated in situ with Et2AlCl. A modular chiral TADDOL-derived phosphine-phosphite ligand was identified that allows the conversion of a broad spectrum of substrates, including heterocyclic vinylarenes and vinylferrocene, to smoothly afford the branched products with up to 99 % ee and virtually complete regioselectivity. Even polar functional groups, such as OH, NH2, CN, and CO2R, are tolerated.

Improvements and Applications of the Transition Metal-Free Asymmetric Allylic Alkylation using Grignard Reagents and Magnesium Alanates

Two new N-heterocyclic carbene (NHC) ligands have been synthesized and employed in the transition metal-free asymmetric allylic alkylation (AAA) mediated by Grignard reagents and magnesium alanates. The employment of these ligands showed high yields and improved regio- and enantioselectivity in the formation of tertiary and quaternary stereocenters. Moreover, the low catalyst loading (up to 0.3 mol%) and high scalability (up to 10 mmol) of this improved methodology provide a convenient access to biologically active compounds and synthetically valuable intermediates.

Asymmetric construction of quaternary stereogenic centers via auxiliary-based SN2′ reactions: A case of 1,7-relative stereogenesis

The stereoselective construction of quaternary stereogenic centers is described that employs an allylic substitution through the intermediacy of a chiral carbamate leaving group. Five carbamates with two substituents at the allylic terminus combined with