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Synthesis of 2-Norzizaene and 9,10-Dehydro-2-norzizaene (7,7-Dimethyl-6-methylidenetricyclo[6.2.1.01,5]undec-9-ene) via Intramolecular Allyl Cation Induced Cycloaddition

✍ Scribed by H. M. R. Hoffmann; Rolf Henning

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
739 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

7,7‐Dimethyl‐6‐methylidenetricyclo[6.2.1.0^1,5^]undec‐9‐ene (10) has been prepared from allylic alcohol 8 in one step in 16% yield. Selective hydrogenation of 10 with diazene gives the 2‐norzizaenes 1a and 11.

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