105507-76-4

Basic information

• Product Name: 3-Butenoic acid, 4-(3-fluorophenyl)-2-oxo-, methyl ester
• CAS NO: 105507-76-4
• Molecular Formula: C11H9FO3
• Molecular Weight: 208.189
• Mol File: 105507-76-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Butenoic acid, 4-(3-fluorophenyl)-2-oxo-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 4-(3-fluorophenyl)-2-oxo-, methyl ester(105507-76-4)
• EPA Substance Registry System: 3-Butenoic acid, 4-(3-fluorophenyl)-2-oxo-, methyl ester(105507-76-4)

Safety Data

• Hazardous Substances Data: 105507-76-4(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 

Relevant articles and documents

Asymmetric Catalytic Formal 1,4-Allylation of β,γ-Unsaturated α-Ketoesters: Allylboration/Oxy-Cope Rearrangement

A highly enantioselective formal conjugate allyl addition of allylboronic acids to β,γ-unsaturated α-ketoesters has been realized by employing a chiral NiII/N,N′-dioxide complex as the catalyst. This transformation proceeds by an allylboration/oxy-Cope rearrangement sequence, providing a facile and rapid route to γ-allyl-α-ketoesters with moderate to good yields (65–92 %) and excellent ee values (90–99 % ee). The isolation of 1,2-allylboration products provided insight into the mechanism of the subsequent oxy-Cope rearrangement reaction: substrate-induced chiral transfer and a chiral Lewis acid accelerated process. Based on the experimental investigations and DFT calculations, a rare boatlike transition-state model is proposed as the origin of high chirality transfer during the oxy-Cope rearrangement.