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Synthesis and solvolysis of tricyclo[4.3.2.02,5]undeca-3,8,10-trien-7-ol. Unusual [CH]11+ rearrangement

✍ Scribed by Groves, John T.; Bernhardt, Christian A.

Book ID
127193232
Publisher
American Chemical Society
Year
1975
Tongue
English
Weight
863 KB
Volume
40
Category
Article
ISSN
0022-3263

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Formation and rearrangement of tricyclo[
Formation and rearrangement of tricyclo[7.1.1.04,10undeca-2,4,6,8-tetraen-10-ol, novel pathway from bicyclo[4.4.1]undeca-1(10),2,4,8-tetraen-11-one to 4-methylazulene
✍ Yutaka Fujise; Takashi Morishima; Kimiyoshi Namiwa; Toshihiro Shiokawa; Yoshimas πŸ“‚ Article πŸ“… 1983 πŸ› Elsevier Science 🌐 French βš– 217 KB

By the action of LDA bicycloC4.4.llundeca-1(10),2,4,8-tetraen-1 l-one was found to undergo transannular cyclization to form a unique tricyclic hydroxydihydroozulene which cleaves a C-C bond by Cn8s+u2251 electrocyclic process and eventually give 4-methylazulene.