1257527-07-3

Basic information

• Product Name: ethyl 5-(5-chloro-2-hydroxyphenyl)pent-4-enoate
• Synonyms: ethyl 5-(5-chloro-2-hydroxyphenyl)pent-4-enoate
• CAS NO: 1257527-07-3
• Molecular Weight: 254.713
• Mol File: 1257527-07-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 5-(5-chloro-2-hydroxyphenyl)pent-4-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-(5-chloro-2-hydroxyphenyl)pent-4-enoate(1257527-07-3)
• EPA Substance Registry System: ethyl 5-(5-chloro-2-hydroxyphenyl)pent-4-enoate(1257527-07-3)

Safety Data

• Hazardous Substances Data: 1257527-07-3(Hazardous Substances Data)

Upstream product

• 635-93-8 5-chlorosalicyclaldehyde 
• 50479-11-3 (3-ethoxycarbonylpropyl)triphenylphosphonium bromide 
• 2969-81-5 Ethyl 4-bromobutyrate 

Relevant articles and documents

Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization

Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and enantioselectivities (up to 99% yield and 99% ee). Mechanistic studies suggested that the three adjacent tertiary stereocenters were constructed through the sequential formation of C-O, C-C, and C-N bonds.

Advancing the mechanistic understanding of an enantioselective palladium-catalyzed alkene difunctionalization reaction

The mechanism of an enantioselective palladium-catalyzed alkene difunctionalization reaction has been investigated. Kinetic analysis provides evidence of turnover-limiting attack of a proposed quinone methide intermediate with MeOH and suggests that copper is involved in productive product formation, not just catalyst turnover. Through examination of substrate electronic effects, a Jaffe relationship was observed correlating rate to electronic perturbation at two positions of the substrate. Ligand effects were evaluated to provide evidence of rapid ligand exchange between palladium and copper as well as a correlation between ligand electronic nature and enantioselectivity.