GENERAL-APPROACH FOR THE SYNTHESIS OF POLYQUINENES VIA THE WEISS REACTION .12. THE CHUGAEV APPROACH TO ELLACENE (1,10-CYCLODODECANOTRIQUINANCENE)

被引:11
作者
FU, XY [1 ]
COOK, JM [1 ]
机构
[1] UNIV WISCONSIN,DEPT CHEM,MILWAUKEE,WI 53201
关键词
D O I
10.1016/S0040-4039(00)97409-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of ellacene (1,10-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 220°C to furnish 2 represent the key steps in the sequence. The HMPA-mediated dehydration of triol 10 to form the ethers 12 and 13 in preference to the desired 2 has also been observed. © 1990.
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页码:3409 / 3412
页数:4
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