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Skeletal rearrangement via alkoxy radical: Conversion of epoxydecalin thiocarbonylimidazolide to bicyclo[6.3.0]undecanone and bicyclo[5.3.1]undecanone

✍ Scribed by Atsushi Nishida; You-Ichirou Kakimoto; Yukie Ogasawara; Norio Kawahara; Mayumi Nishida; Hiroaki Takayanagi

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 171 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01190-8

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✦ Synopsis

The radical reaction of three epoxydecalin thiocarbonylimidazolides was investigated using nBu3SnH and AIBN. Two types of rearrangement from a tenmembered cyclic carbon radical, which was formed by 13-cleavage of alkoxy radicals, were observed.

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