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General approach for the synthesis of polyquinenes via the weiss reaction XII. The chugaev approach to ellacene (1,10-cyclododecanotriquinancene)

✍ Scribed by Xiaoyong Fu; James M. Cook

Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 284 KB
Volume: 31
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)97409-4

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✦ Synopsis

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 trio1 10 to form the ethers 12 and 13 in preference to the desired 2 has also been observed.

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