77008-90-3Relevant articles and documents
Direct regio- and stereoselective synthesis of squalene 2,3;22,23-dioxide using dioxiranes
D'Accolti, Lucia,Annese, Cosimo,Fusco, Caterina
, p. 8459 - 8462 (2005)
Dimethyldioxirane (1a) and its trifluoro analog (1b) were employed to achieve selectively the direct transformation of squalene 2,3(S)-oxide and of squalene 2,3(R)-oxide into the corresponding 2,3(S);22(S),23-dioxide and 2,3(R);22(R),23-dioxide, respectively. These transformations were found to occur with convenient regio- and diastereoselectivity, providing easy access to the valuable dioxides metabolites. The powerful methyl(trifluoromethyl)dioxirane (1b) is the reagent of choice to achieve optimum yields of the target compounds.