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通过含有侧链烯烃基团的烯炔羰基化合物与费歇尔卡宾配合物的偶联反应合成氢化萘。

Synthesis of hydronaphthalenes through coupling of enyne carbonyl compounds that contain pendant alkene groups with Fischer carbene complexes.

作者信息

Kumar-Patti Rajesh, Duan Shaofeng, Camacho-Davila Alejandro, Waynant Kris, Dunn Kenneth A, Herndon James W

机构信息

Department of Chemistry & Biochemistry, New Mexico State University, Las Cruces, NM, 88003, USA.

出版信息

Tetrahedron Lett. 2010 May 20;51(28):3682-3684. doi: 10.1016/j.tetlet.2010.05.049.

DOI:10.1016/j.tetlet.2010.05.049
PMID:20548964
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2883779/
Abstract

The coupling of enyne carbonyl compounds that contain pendant alkene groups with Fischer carbene complexes to afford furans that contain pendant alkene groups is described. Subsequent intramolecular Diels-Alder reactions are effective in select cases, resulting in hydronaphthalene systems after dehydration. Although the Diels-Alder event is thermodynamically unfavorable, the overall transformation of alkene-furans to dihydronaphthalenes is a favorable process.

摘要

描述了含有侧链烯烃基团的烯炔羰基化合物与费歇尔卡宾配合物的偶联反应,以得到含有侧链烯烃基团的呋喃。在某些情况下,随后的分子内狄尔斯-阿尔德反应是有效的,脱水后生成氢化萘体系。尽管狄尔斯-阿尔德反应在热力学上是不利的,但从烯烃-呋喃到二氢萘的整体转化是一个有利的过程。

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Studies on the synthesis of (+/-)-stenine: a combined intramolecular [4 + 2]-cycloaddition/rearrangement cascade.
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