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CuI Mediated One-Pot Cycloacetalization/Ketalization of o-Carbonyl Allylbenzenes: Synthesis of Benzobicyclo[3.2.1]octane Core
Organic Letters ( IF 4.9 ) Pub Date : 2017-03-23 00:00:00 , DOI: 10.1021/acs.orglett.7b00630
Chieh-Kai Chan,Yu-Lin Tsai,Meng-Yang Chang

CuI/DMSO-mediated intramolecular cycloacetalization/ketalization of o-carbonyl allylbenzenes has been achieved for constructing [6,6,5]-tricycles having a ketal motif in good yields. The expeditious one-step route provides a three C–O bond formation. The key products with the structural framework of a benzofused dioxabicyclo[3.2.1]octane core have been confirmed by X-ray crystallographic analysis. Synthesis of dihydroisocoumarin has been studied.

中文翻译:

CuI介导的邻位羰基烯丙基苯的一锅环缩醛化/酮化反应:苯并双环[3.2.1]辛烷核的合成

已经实现了CuI / DMSO介导的羰基烯丙基苯的分子内环缩醛化/缩酮化,以高产率构建具有缩酮基序的[6,6,5]-三环。快速的一步式路线可形成三个C-O键。通过X射线晶体学分析证实了具有苯并稠合的二氧杂双环[3.2.1]辛烷核结构框架的关键产品。已经研究了二氢异香豆素的合成。
更新日期:2017-03-23
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