1335104-19-2

Basic information

• Product Name: tert-butyl 4-phenylbuta-2,3-dienoate
• Synonyms: tert-butyl 4-phenylbuta-2,3-dienoate
• CAS NO: 1335104-19-2
• Molecular Weight: 216.28
• Mol File: 1335104-19-2.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl 4-phenylbuta-2,3-dienoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-phenylbuta-2,3-dienoate(1335104-19-2)
• EPA Substance Registry System: tert-butyl 4-phenylbuta-2,3-dienoate(1335104-19-2)

Safety Data

• Hazardous Substances Data: 1335104-19-2(Hazardous Substances Data)

Upstream product

• 35059-50-8 t-butyl diazoacetate 
• 536-74-3 phenylacetylene 
• 201230-82-2 carbon monoxide 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 1610599-17-1 C₁₆H₁₇F₃N₂O₂ 
• 19131-94-3 (S)-4-bromo-5-(phenyl)furan-2(5H)-one 

Relevant articles and documents

Catalytic Enantioselective Carbon-Oxygen Bond Formation: Phosphine-Catalyzed Synthesis of Benzylic Ethers via the Oxidation of Benzylic C-H Bonds

Benzylic alcohols and ethers are common subunits in bioactive molecules, as well as useful intermediates in organic chemistry. In this Communication, we describe a new approach to the enantioselective synthesis of benzylic ethers through the chiral phosphine-catalyzed coupling of two readily available partners, γ-aryl-substituted alkynoates and alcohols, under mild conditions. In this process, the alkynoate partner undergoes an internal redox reaction. Specifically, the benzylic position is oxidized with good enantioselectivity, and the alkyne is reduced to the alkene.

Bifunctional hydrogen-bond donors that bear a quinazoline or benzothiadiazine skeleton for asymmetric organocatalysis

Hydrogen-bond (HB)-donor catalysts that bear a 2-aminoquinazolin-4-(1H)-one or a 3-aminobenzothiadiazine-1,1-dioxide skeleton have been developed, and it has been shown that these catalyst motifs act similarly to other HB-donor catalysts such as thioureas. The highly enantioselective hydrazination of 1,3-dicarbonyl compounds was realized even at room temperature with up to 96 % ee for 2-aminoquinazolin-4-(1H)-one-type catalysts, which were more effective than the corresponding urea and thiourea catalysts. In addition, benzothiadiazine-1,1-dioxide-type catalysts were shown to promote the isomerization of alkynoates to allenoates with high enantioselectivity. To overcome the problem that the products were obtained as mixtures with the starting alkynoates, we developed the tandem isomerization and cycloaddition of alkynoates for the synthesis of advanced chiral compounds such as bicyclo[2.2.1]heptenes and 3-alkylidene pyrrolidine without a significant loss of enantioselectivity.