92907-22-7Relevant academic research and scientific papers
Asymmetric preparation of antifungal 1-(4′-chlorophenyl)-1- cyclopropyl methanol and 1-(4′-chlorophenyl)-2-phenylethanol. Study of the detoxification mechanism by Botrytis cinerea
Pinedo-Rivilla, Cristina,Bustillo, Antonio J.,Hernandez-Galan, Rosario,Aleu, Josefina,Collado, Isidro G.
, p. 61 - 66 (2012/02/03)
Chiral alcohols are important as bioactive compounds or as precursors to such molecules. On the basis of the different antifungal properties of the enantiopure alcohol derivatives of 4′-chlorophenyl cyclopropyl ketone and benzyl 4′-chlorophenyl ketone, their enantioselective synthesis by chemical and biocatalytic methods was studied. The detoxification pathways by the phytopathogen fungus Botrytis cinerea are reported.
Substituent Effect Studies of Aryl-Assisted Solvolyses. II. The Acetolysis of 2-Phenyl-2-(substituted phenyl)ethyl p-Toluenesulfonates
Fujio, Mizue,Maeda, Yasuyuki,Goto, Mutsuo,Saeki, Yoshihiro,Mishima, Masaaki,Tsuno, Yuho
, p. 3021 - 3029 (2007/10/02)
The substituent effect on the acetolysis of 2-phenyl-2-(substituted phenyl)ethyl p-toluenesulfonates had a nonlinear LArSR correlation and was explicable in terms of a competitive aryl-assisted mechanism involving the X-substituted phenyl-assisted (kXM) pathway and the unsubstituted phenyl-assisted (kXN) pathway. By the application of the iterative nonlinear least-squares method based on the LArSR Eq., the substituent effect on the overall kt was dissected into the best-fit kM correlation of ρM=-3.53 with rM=0.60, and the kN correlation of ρN=-0.88 with ?0. The ρM and rM values for the effects of assisting aryl substituents are quite close to those of the 2-methyl-2-phenylpropyl system and the small ρN value with unexalted ?0 constant for the unassisting aryls is compatible to the remote β-aryl effect. The relative rates of competing pathways dissected based on the substituent effect analysis agreed completely with the ratio of respective aryl migration products determined by the 13C-tracer method. Exact rate-product correlation demonstrates that this system involves two discrete aryl-assisted pathways, kXM and kXN, which do not cross over.
