It is possible to generate sulfur ylides in a manner similar to that used to produce phosphonium ylides. For example, treating a sulfonium salt with a strong base gives the sulfur ylide. CH3 strong Ph. base CH3 Ph Br Ph CH3 `CH3 Ph A sulfonium bromide salt A sulfur ylide Sulfur ylides react with ketones to give epoxides. Suggest a mechanism for this reaction. Ph. CH3 CH `st=c CH3 CH, + Ph,S Ph

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It is possible to generate sulfur ylides in a manner similar to that used to produce
phosphonium ylides. For example, treating a sulfonium salt with a strong base gives
the sulfur ylide.
CH3
strong Ph.
base
CH3
Ph
Br
Ph
CH3
`CH3
Ph
A sulfonium bromide salt
A sulfur ylide
Sulfur ylides react with ketones to give epoxides. Suggest a mechanism for this reaction.
Ph.
CH3
CH
`st=c
CH3
CH, + Ph,S
Ph
Transcribed Image Text:It is possible to generate sulfur ylides in a manner similar to that used to produce phosphonium ylides. For example, treating a sulfonium salt with a strong base gives the sulfur ylide. CH3 strong Ph. base CH3 Ph Br Ph CH3 `CH3 Ph A sulfonium bromide salt A sulfur ylide Sulfur ylides react with ketones to give epoxides. Suggest a mechanism for this reaction. Ph. CH3 CH `st=c CH3 CH, + Ph,S Ph
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