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γ-Oxygenated-α,β-unsaturated sulfones in radical cyclizations and cascade processes

✍ Scribed by Javier Adrio; Juan C Carretero


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
998 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis


A wide variety of radical precursors having the structure of "/-oxygenated-ct,13-unsaturated sulfone (substrates 1-4) have been prepared. Both 5-hexenyl and 6-heptenyl radicals, generated by reaction of substrates 1-4 with Bu3SnH/AIBN, underwent an efficient cyclizatlon via intramolecular addition to the vinyl sulfone moiety. By introduction of a double bond joined to the oxygen at y-position, a cascade process based on two sequential radical cyclizations took place, affording highly substituted 2-oxa[3.3.0] or 9-oxa[4.3.0] bicyclic compounds.


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