Cationic cyclopentannelation of allene ethers.

Cationic cyclopentannelation of allene ethers.
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DOI:
10.1021/ar0200394
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发表时间:
2003-01
影响因子:
18.3
通讯作者:
M. Tius
M. Tius
中科院分区:
化学1区
文献类型:
--
作者:
M. Tius

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利用丙二烯基醚的Nazarov环化反应的变体适用于制备多种高度官能化的环戊烯酮。三种变体的基本反应,不同的亲电试剂的性质是与丙二烯结合,以制备前体的双阳离子,进行了说明。利用α,β-不饱和吗啉代酰胺的一种变体已成功地用于环戊烷的对映选择性形式。
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.