Alkoxysulphonium Ylides

Alkoxysulphonium Ylides.—Alkoxysulphonium ylides are thought to be involved in the oxidation of alcohols with DMSO-related reagents, as demonstrated for the deuteriated form of Corey s iV-chlorosuccinimide-dimethyl sulphide reagent (23). Chlorosulphonium or chloro-oxosulphonium reagents Ra (0) - 

Cl Cl ( = 0 or 1) have been used to convert the tricyclic vic-diol (24) into an o -hydroxy-ketone. Most inorganic oxidants would have caused C—C bond cleavage, giving dicarbonyl compounds, in this situation. The polymer version (25) of Corey s reagent has been recommended for the high-yield oxidation of 

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