14161-82-1Relevant articles and documents
The Conformational Analysis of 1-p-Tolyl-2-phenyl-1-propanols, 1-p-Tolyl-2-phenylethanol, and 1-p-Tolyl-2-phenyl-1-propanone by Means of NMR Spectroscopy
Kunieda, Norio,Endo, Hiroko,Hirota, Minoru,Kodama, Yoshio,Nishio, Motohiro
, p. 3110 - 3117 (1983)
The conformations of the diastereomers of 1-p-tolyl-2-phenyl-1-propanols, 1-p-tolyl-2-phenylethanol (4), and 1-p-tolyl-2-phenyl-1-propanone (5) were studied by means of NMR spectroscopy, mostly with the aid of the computer-simulation of the lanthanoid-induced shifts.It has been suggested that the rotamers in which the tolyl group lies close to the phenyl group are preferred in the conformational equilibria of (RS/SR)-3, 4, and 5.For (RR/SS)-3, the most stable rotamer (in CDCl3) has been suggested to have the tolyl group anti to the phenyl group and gauche to the methyl group.The results have been discussed in view of the general occurrence of the folded conformation.
Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System
Escudero-Casao, Margarita,Licini, Giulia,Orlandi, Manuel
supporting information, p. 3289 - 3294 (2021/04/07)
A novel catalytic system based on copper(I) and chiral bis(phosphine) dioxides is described. This allows the arylation of silyl enol ethers to access enolizable α-arylated ketones in good yields and enantiomeric excess up to 95%. Noncyclic ketones are amenable substrates with this method, which complements other approaches based on palladium catalysis. Optimization of the ligand structure is accomplished via rational design driven by correlation analysis. Preliminary mechanistic hypotheses are also evaluated in order to identify the role of chiral bis(phosphine) dioxides.
One-pot synthesis of α,α-disubstituted Aryl-1-ethanones via the Wittig-Horner reaction
Yang, Yunxia,Wang, Le,Chen, Yuan,Dai, Yiru,Sun, Zhihua
, p. 121 - 126 (2018/01/04)
A one-pot methodology for the synthesis of α,α-disubstituted aryl-1-ethanones via the Wittig-Horner reaction has been developed and described in this manuscript. Both aryl/alkyl and dialkyl α-branched arylethanone were obtained in high yields (up to 96%) without the use of any metal catalysts. A total of 14 α,α-disubstituted arylethanone derivatives were synthesized based on this simple method that easily converts the carbonyl carbon (sp2) into the sp3 carbon. This versatile method is expected to further promote the use of substituted ketones as synthetic building blocks to construct a variety of α-branched aryl ketones.