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Synthesis of New Cyclic Dialkoxy Disulfides

โœ Scribed by Eghbali, Nicolas; Bohle, D. Scott; Harpp, David N.


Book ID
121256843
Publisher
American Chemical Society
Year
2006
Tongue
English
Weight
76 KB
Volume
71
Category
Article
ISSN
0022-3263

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Dialkoxy disulfides have been used as an alkoxy radical source under photolytic conditions. In addition, this class of disulfide thermally decomposes to deliver S 2 to dienes. We examined benzylic dialkoxy disulfides (X-Ph-CH 2 -O-S-S-O-CH 2 -Ph-X) under thermolytic conditions and observed that the

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Allylic dialkoxy disulfides were obtained in good yields and their reactivity has been investigated. Similarly to allylic sulfoxylates, these esters undergo double [2,3]-sigmatropic rearrangement to the appropriate vic-disulfoxides. The latter, being unstable, undergoes spontaneous rearrangement to