Ring contraction/transannular cyclization of chiral bicyclo[3.3.1]nonanediones mediated by thallium(III) nitrate
作者:Rytis Kubilius、Gintautas Bagdžiūnas、Eugenijus Butkus
DOI:10.1016/j.tetlet.2010.11.067
日期:2011.1
The reaction of several chiral bicyclo[3.3.1]nonane ketones mediated by thallium(III) nitrate to afford ring contraction products is investigated. The effect of solvent on the oxidation is discussed, and the use of thallium(III) nitrate for the oxidative rearrangement of regioisomers of bicyclononanones is outlined. In compounds with proximately located carbonyl groups in the bicyclic framework, unexpected
研究了硝酸th(III)介导的几种手性双环[3.3.1]壬烷酮的反应以提供环收缩产物。讨论了溶剂对氧化的影响,并概述了硝酸th(III)在双环壬酮区域异构体的氧化重排中的用途。在双环骨架中羰基位置最接近的化合物中,观察到意外的跨环闭合。