Cationic cyclopentannelation of allene ethers

被引:228
作者
Tius, MA
机构
[1] Univ Hawaii, Dept Chem, Honolulu, HI 96822 USA
[2] Canc Res Ctr Hawaii, Honolulu, HI 96813 USA
关键词
D O I
10.1021/ar0200394
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The variant of the Nazarov cyclization that makes use of allenyl ethers is suitable for the preparation of diverse, highly functionalized cyclopentenones. Three variants of the basic reaction, differing in the nature of the electrophile that is combined with the allene to prepare the precursor for the pentadienyl cation, are described. One variant, which utilizes an alpha,beta-unsaturated morpholino amide, has been successfully employed in an enantioselective version of the cyclopentannelation.
引用
收藏
页码:284 / 290
页数:7
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