71899-70-2Relevant academic research and scientific papers
1,3-Asymmetric Induction in the Reduction of α-Alkyl β-Ketosulfoxides with DIBAL/ZnBr2
Barros, David,Carreno, M. Carmen,Ruano, Jose L. Garcia,Maestro, M. Carmen
, p. 2733 - 2736 (2007/10/02)
The highly stereoselective reduction of chiral α-alkyl β-ketosulfoxides with DIBAL/ZnBr2 is governed by the configuration at the sulfur (1,3-induction) and not by that of the C-α (1,2-induction) as it has been previously reported.This fact considerably in
Enantioselective oxidation of sulphides to sulphoxides in the presence of bovine serum albumin
Colonna,Gaggero,Leone,Pasta
, p. 8385 - 8398 (2007/10/02)
In situ generated dioxiranes oxidize a series of prochiral sulphides to the corresponding sulphoxides with enantiomeric excess (e.e.) up to 89%, when bovine serum albumin (BSA) is used as chiral auxiliary. The degree of enantioselectivity, as well as yield and reaction times, depend upon the nature of the dioxirane. These are compared with enantioselectivities attainable for the same transformations by using peroxomonosulfate alone, i.e. in the absence of ketone. In the oxidation of prochiral keto sulphides (wherein the carbonyl functionality serves as precursor of dioxirane) with peroxomonosulfate, optically active keto sulphoxides are isolated in satisfactory chemical and optical yield (up to e.e. 84%).
The Preparation of Optically Active β-Keto Sulfoxides by Means of an Enantiomer-differentiating Reaction of α-Lithio Aryl Methyl Sulfoxides with Chiral Carboxylates
Kunieda, Norio,Suzuki, Akira,Kinoshita, Masayoshi
, p. 1143 - 1150 (2007/10/02)
The reaction of α-lithio aryl methyl sulfoxides with a limited amount of chiral carboxylates (R2-CO-O-R*) was found to be an enantiomer-differentiating reaction, affording the corresponding optically active β-keto sulfoxides (3), tog
