Title of article
Skeletal Rearrangement via Alkoxy Radical: Conversion of Epoxydecalin Thiocarbonylimidazolides to Bicyclo[6.3.0]undecanones and Bicyclo[5.3.1]undecanones
Author/Authors
You-Ichirou Kakimoto، نويسنده , , Yukie Ogasawara، نويسنده , , Atsushi Nishida، نويسنده , , Norio Kawahara، نويسنده , , Mayumi Nishida، نويسنده , , Hiroaki Takayanagi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
13
From page
7173
To page
7185
Abstract
The skeletal rearrangement of five types of epoxydecalin thiocarbonylimidazolides was investigated. This reaction proceeded via a 10-membered cyclic carbon radical formed by β-cleavage of alkoxy radicals, and produced two types of skeletal rearranged products; i.e. bicyclo[6.3.0]undecanones and bicyclo[5.3.1]undecanones. The ratio of the products strongly depended on the character and stereochemistry of the substituents.
Keywords
radical reaction , Cyclization
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1081215
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