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.alpha.-Lithio ketones. 1. Stereocontrolled synthesis of (.+-.)-modhephene via the Weiss reaction

✍ Scribed by Wrobel, J.; Takahashi, K.; Honkan, V.; Lannoye, G.; Cook, J. M.; Bertz, Steven H.


Book ID
125969169
Publisher
American Chemical Society
Year
1983
Tongue
English
Weight
367 KB
Volume
48
Category
Article
ISSN
0022-3263

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The synthesis of ellacene (1 ,lO-cyclododecanotriquinancene) 2 has been achieved via the Weiss reaction. The regiospecific monoallylation of 6 to provide 7,and the pyrolysis of tris xanthate 11 in HMPA at 22O'C to furnish 2 represent the key steps in the sequence. The HMPA-mediated dehydration of tr