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Ring closure of 2-thia- and 2-sulfonyl-5-hexenyl radicals

✍ Scribed by Ernest W. Della; Sean D. Graney

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 66 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01377-0

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✦ Synopsis

Reductive cyclisation of the 2-sulfonyl-5-hexenyl radical with tributyltin hydride in benzene at 80°C affords a 73:23 mixture of the sulfones derived from 5-exo-and 6-endo-ring closure with a small quantity (4%) of reduced material; under identical conditions, the 2-thia-5-hexenyl radical gives a 70:13:17 mixture of the corresponding sulfides.

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