Catalytic applications of F8BINOL: asymmetric oxidation of sulfides to sulfoxides
β Scribed by L.James P Martyn; Subramanian Pandiaraju; Andrei K Yudin
- Book ID
- 108346636
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- English
- Weight
- 123 KB
- Volume
- 603
- Category
- Article
- ISSN
- 0022-328X
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π SIMILAR VOLUMES
An asymmetric oxidation system using R-(+)-binaphthol as a chiral auxiliary catalyzes the oxidation of sulfides to chiral sulfoxides in good Β’nantiomeric excess ( up to 73% e.e. ) and in a high chemical yield. Although the chiral binaphthol derivatives have been used as an effective chiral auxiliar
The Sharpless reagent (Ti(OiPr)4 t 1 mol eq. diethyl tartrate (DET) t 2 J-BuOOH) modified by addition of one mol eq. H20 gives a new homogeneous reagent which cleanly oxidizes sulfidesinto sulfoxides in dichloromethane. The best results were obtained for the stoichiometry Ti/DET/ H20/J-BuOOH = 1:2:1