Ylids, dimethyloxosulfonium methylid

Aldehydes and ketones can be converted to epoxides in good yields with the sulfur ylids dimethyloxosulfonium methylid (60) and dimethylsulfonium methylid (61). For most purposes, 60 is the reagent of choice, because 61 is much less... 

Double-bond compounds that undergo the Michael reaction (15-21) can be converted to cyclopropane derivatives with sulfur ylids. Among the most common of these is dimethyloxosulfonium methylid (109), which is widely used to... 

Here again a carbenoid mechanism may be invoked. An attempt to form a trihexylaluminum adduct of the ylid was unsuccessful presumably due to the increased steric requirement of the hexyl group. Similar polymerization reactions have been observed by Tufariello and Lee 149> using organoborane adducts of dimethyloxosulfonium methylide. 

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See also in sourсe #XX -- [ ]

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