Preparation of 2-trialkylsiloxy-substituted 1,3-dienes and their Diels-Alder/cross-coupling reactions
Preparation of 2-trialkylsiloxy-substituted 1,3-dienes and their Diels-Alder/cross-coupling reactions
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DOI：
10.1021/ol070089e
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发表时间：
2007-04-26
期刊：
影响因子：
5.2
通讯作者：
Wright, Marcus W.
中科院分区：
文献类型：
--
作者：
Pidaparthi, Ramakrishna R.;Welker, Mark E.;Wright, Marcus W.
以氯丁二烯为原料，通过简单的合成步骤，合成了克量的2-三乙基硅氧基取代的1，3-丁二烯。用配体交换法制备了这一主族元素取代二烯的硅烷和邻苯二酚取代的类似物，并用X射线单晶衍射法和标准光谱技术进行了表征。报道了这些二烯的Diels-Alder反应以及这些Diels-Alder加合物随后的TBAF辅助/Pd催化的Hiyama交叉偶联反应。
2-Triethylsiloxy-substituted 1,3-butadiene has been prepared in gram quantities from chloroprene via a simple synthetic procedure. Silatrane and catechol-substituted analogues of this main group element substituted diene were prepared by ligand exchange and characterized by X-ray crystallography in addition to standard spectroscopic techniques. Diels-Alder reactions of these dienes are reported as well as subsequent TBAF assisted/Pd-catalyzed Hiyama cross-coupling reactions of those Diels-Alder adducts.