环丙烯鎓促进的二醇环脱水反应。
Cyclopropenium-activated cyclodehydration of diols.
机构信息
Department of Chemistry, Columbia University, New York, New York 10027, USA.
出版信息
Org Lett. 2011 Feb 18;13(4):740-3. doi: 10.1021/ol102980t. Epub 2011 Jan 19.
PMID:21247136
Abstract
The dehydrative cyclization of diols to cyclic ethers via cyclopropenium activation is described. Using 2,3-diphenylcyclopropene and methanesulfonic anhydride, a series of 1,4- and 1,5-diols are rapidly cyclized to furnish tetrahydrofurans and tetrahydropyrans in high yield. Eleven total substrates are shown, including a gram scale cyclization of a diterpene derivative.
摘要
本文描述了二醇通过环丙烯鎓活化脱水环化生成环醚的反应。使用 2,3-二苯基环丙烯和甲磺酸酐，一系列 1,4-和 1,5-二醇可快速环化生成四氢呋喃和四氢吡喃，产率高。共展示了 11 个底物，包括二萜衍生物的克级环化反应。
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