Approach to a New Dihydrofuran-Fused Cyclic System by a Remarkable Switching of endo/exo Selectivity of a [4+2] Cycloaddition Reaction
Approach to a New Dihydrofuran-Fused Cyclic System by a Remarkable Switching of endo/exo Selectivity of a [4+2] Cycloaddition Reaction
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通过[4+2]环加成反应的内/外选择性的显着转换来构建新的二氢呋喃稠合循环系统
DOI：
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发表时间：
2008
期刊：
影响因子：
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通讯作者：
H. Nemoto*
中科院分区：
文献类型：
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作者：
Y. Matsuya;Yoshiaki Imamura;T. Miyahara;H. Ochiai;H. Nemoto*
通过苯环丁烯衍生物的连续电环反应，合成了一类具有2-氧杂-呋喃-甾体骨架的二氢呋喃稠合四环化合物。结果表明，关键的分子内[4+2]环加成反应的立体选择性可以通过在呋喃环上安装一个大的硅基取代基来控制，从而导致外加成物的形成，这与我们过去相关研究中观察到的选择性相反。对合成的化合物进行了生物活性的初步检测，结果表明它们具有潜在的抗流感药物的作用。(Wiley-VCH Verlag GmbH&Co.KGaA，69451温海姆，德国，2008年)
An efficient synthesis of a new class of dihydrofuran-fused tetracyclic compounds, possessing a 2-oxa-furano-steroidal framework, has been achieved by successive electrocyclic reactions of benzocyclobutene derivatives. It has been revealed that the stereoselectivity of a key intramolecular [4+2] cycloaddition reaction can be controlled by installation of a bulky silyl substituent onto the furan ring resulting in the formation of the exo adducts, the opposite selectivity to that observed in our past related studies. Preliminary examinations of the bioactivities of the synthesized compounds have been performed and have revealed that they have potential as anti-influenza agents. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
影响因子：
3.2
作者：
Wipf, P;Halter, RJ
通讯作者：
Halter, RJ