183233-93-4Relevant academic research and scientific papers
The influence of ligands in Pinhey phenylation reactions using lead(IV) tetracarboxylates
Moloney, Mark G.,Paul, Diana R.,Prottey, Sophie C.,Thompson, Russell M.,Wright, Emma
, p. 195 - 205 (1997)
Lead(IV) tetracarboxylates, prepared from achiral and chiral carboxylic acids, have been shown to undergo metal-metal exchange with phenylboronic acid, and the phenyllead(IV) carboxylates thus generated in situ can be used for Pinhey phenylation reactions
Ligand exchange and catalysis in phenylation reactions mediated by lead tetracarboxylates
Moloney, Mark G.,Paul, Diana R.,Thompson, Russell M.,Wright, Emma
, p. 77 - 88 (1998)
An investigation of catalysis and ligand exchange in the arylation of nucleophiles with phenylboronic acid and mixed ligand lead(IV) complexes is described. Although this reaction is known to be catalyzed by mercury(II) acetate, other heavy metals have be
Catalytic asymmetric intramolecular homologation of ketones with α-diazoesters: Synthesis of cyclic α-Aryl/Alkyl β-ketoesters
Li, Wei,Tan, Fei,Hao, Xiaoyu,Wang, Gang,Tang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
, p. 1608 - 1611 (2015/01/30)
A catalytic asymmetric intramolecular homologation of simple ketones with α-diazoesters was firstly accomplished with a chiral N,N′-dioxide-Sc(OTf)3 complex. This method provides an efficient access to chiral cyclic α-aryl/alkyl β-ketoesters containing an all-carbon quaternary stereocenter. Under mild conditions, a variety of aryl- and alkyl-substituted ketone groups reacted with α-diazoester groups smoothly through an intramolecular addition/rearrangement process, producing the β-ketoesters in high yield and enantiomeric excess.
α-Vinylation of 1,3-Dicarbonyl Compounds with Alkenyl(aryl)iodonium Tetrafluoroborates: Effects of Substituents on the Aromatic Ring and of Radical Inhibitors
Ochiai, Masahito,Shu, Toshifusa,Nagaoka, Takema,Kitagawa, Yutaka
, p. 2130 - 2138 (2007/10/03)
Direct α-vinylations of enolate anions derived from 1,3-dicarbonyl compounds with 4-teri-butyl-1- cyclohexenyl(aryl)iodonium 2 and 1-cyclopentenyl(aryl)iodonium tetrafluoroborates 3 are reported. Frequently, α-phenylations compete with the vinylations in the reaction of 1,3-dicarbonyl compounds with alkenyl(phenyl)iodonium salts 2a and 3a. Use of alkenyl(p-methoxyphenyl)iodonium salts 2b and 3b, however, leads to selective α-vinylation at the expense of the competing arylation of 1,3-dicarbonyl compounds. Use of an efficient aryl radical trap, 1,1-diphenylethylene, inhibits radical-induced decomposition of the alkenyl(aryl)iodonium salts, thereby improving the yields of α-vinylations of enolate anions derived from 1,3-dicarbonyl compounds.
