It is possible to generate sulfur ylides in a manner similar to that used to producephosphonium ylides. For example, treating a sulfonium salt with a strong base givesthe sulfur ylide.CH3strong Ph.baseCH3PhBrPhCH3`CH3PhA sulfonium bromide saltA sulfur ylideSulfur ylides react with ketones to give epoxides. Suggest a mechanism for this reaction.Ph.CH3CH`st=cCH3CH, + Ph,SPh

First, the sulfur ylide attacks the carbonyl carbon and forms an intermediate.

Answered: It is possible to generate sulfur…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 28VC

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