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Stereospecific total synthesis of (±) pentenomycins by flash vacuum thermolysis of substituted tricyclo[5.2.1.02,6]decenones

✍ Scribed by J.M.J. Verlaak; A.J.H. Klunder; B. Zwanenburg


Book ID
107858349
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
202 KB
Volume
23
Category
Article
ISSN
0040-4039

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Tricyclodecenone exo-and endo-epoxides 1 and 9 underwent an unexpected isomerization to oxa-pentacycloundecanones 2 and 10, respectively, under flash vacuum thermolysis conditions using various solid acid catalysts. The structure of a derivative of 2 (R=CO 2 Et) has been elucidated by X-ray diffract