Oxygenation vs iodonio substitution during the reactions of alkenylsilanes with iodosylbenzene:: participation of the internal oxy group

Oxygenation vs iodonio substitution during the reactions of alkenylsilanes with iodosylbenzene:: participation of the internal oxy group
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DOI:
10.1039/b615888a
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发表时间:
2007-01-01
影响因子:
4.9
通讯作者:
Okuyama, Tadashi
Okuyama, Tadashi
中科院分区:
化学2区
文献类型:
--
作者:
Fujita, Morifumi;Lee, Hee Jin;Okuyama, Tadashi

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在BF3中心点OEt2存在下,4-酰基氧丁-1-烯基硅烷与碘基苯反应得到4-酰基氧丁-2-氧丁基硅烷和3-酰基氧丁- 4-氢呋喃-2-基硅烷,通过1,3-二恶烷-2-基阳离子中间体,该中间体是在碘(III)的亲电加成过程中由酰基参与生成的。
Reaction of 4-acyloxybut-1-enylsilanes with iodosylbenzene in the presence of BF3 center dot OEt2 gave 4-acyloxy-2-oxobutylsilane and 3-acyloxytetrahydrofuran-2-ylsilane via a 1,3-dioxan-2-yl cation intermediate, which is generated by participation of the acyloxy group during the electrophilic addition of iodine(III) to the substrate.