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Base catalyzed [2,3]-sigmatropic rearrangements of propargylic sulfonium and selenonium salts

✍ Scribed by Samuel Braverman; Yossi Zafrani; Shai Rahimipour

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 125 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00322-7

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✦ Synopsis

The synthesis and reactivity of bis-g-substituted and unsubstituted propargylic sulfonium and selenonium salts under various basic conditions have been investigated. While the former compounds reacted only by [2,3]-sigmatropic rearrangement of the corresponding sulfur ylides, the latter salts exhibited a wider range of reactivity and showed potent DNA-cleaving properties.

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