Davis, Franklin A’s team published research in Journal of Organic Chemistry in 1992-04-24 | 104322-63-6

Journal of Organic Chemistry published new progress about Oxidation, stereoselective. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Application In Synthesis of 104322-63-6.

Davis, Franklin A.; Reddy, R. Thimma published the artcile< Asymmetric oxidation of simple selenides to selenoxides in high enantiopurity. Stereochemical aspects of the allyl selenoxide/allyl selenenate rearrangement>, Application In Synthesis of 104322-63-6, the main research area is asym oxidation selenide alkyl aryl stereochem; rearrangement allyl selenoxide selenenate; oxaziridine asym oxidation alkyl aryl selenide; selenoxide asym preparation.

For the first time simple alkyl aryl selenoxides of high enantiomeric purity (90-95% ee) and well-defined stereochem. are available via the asym. oxidation of selenides using (+)- or (-)-N-(phenylsulfonyl)-3,3-dichlorocamphoryl)oxaziridine (I). These nonracemic selenoxides, which are more stable in solution than in the solid state, exhibit high configurational stability as long as acid and moisture are excluded. Complete racemization occurs within minutes on addition of trace amounts of acid and water. The asym. oxidation of (E)- and (Z)-aryl cinnamyl selenides RSeCH:CHPh [R = Ph, 2,4,6-(Me2CH)3C6H2] with oxaziridine (+)-I affords optically active 1-phenylallyl alc. via a concerted [2,3] sigmatropic selenoxide-selenenate rearrangement. The extent of 1 → 3 chirality transfer (41-62% ee) as well as the endo/exo transition state geometry is highly dependent on the structure of the allylic selenide.

Journal of Organic Chemistry published new progress about Oxidation, stereoselective. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Application In Synthesis of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com