Sequential assembly strategy for tetrasubstituted olefin synthesis using vinyl 2-pyrimidyl sulfide as a platform

Sequential assembly strategy for tetrasubstituted olefin synthesis using vinyl 2-pyrimidyl sulfide as a platform
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DOI:
10.1021/ja045858t
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发表时间:
2004-09-29
影响因子:
15
通讯作者:
Yoshida, J
Yoshida, J
中科院分区:
化学1区
文献类型:
--
作者:
Itami, K;Mineno, M;Yoshida, J

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我们已经开发了一种可编程的和多样性导向的四取代烯烃的合成方案,通过在乙烯基2-嘧啶基硫醚的CC核上的π-组分的位点选择性和顺序组装。值得注意的特征是(i)组装的所有组分源自容易获得的有机卤化物或其格氏试剂,(ii)在所需位置的安装可以通过以适当的顺序添加组分来实现,和(iii)简单改变顺序中的添加顺序导致产生多取代烯烃的所有可能的区域和立体异构体。
We have developed a programmable and diversity-oriented synthetic scheme for tetrasubstituted olefins through a site-selective and sequential assembly of π-components onto a CC core of vinyl 2-pyrimidyl sulfide. Noteworthy features are that (i) all components assembled stem from readily available organic halides or their Grignard reagents, (ii) the installation at the desired position can be achieved by the addition of the components in the appropriate order, and (iii) simple alteration of addition order in the sequence results in the production of all possible regio- and stereoisomers of multisubstituted olefins.