Direct Formation of a Substituted [5.5.5.5]Fenestrane by Intramolecular Arene-Olefin Photocycloaddition
作者:Jürg Mani、Stefan Schüttel、Cong Zhang、Peter Bigler、Christian Müller、Reinhart Keese
DOI:10.1002/hlca.19890720311
日期:1989.5.3
In a search for further synthetic routes to substituted [5.5.5.5] fenestranes, compound 1a, a derivative of 7-methoxyindane, was photolyzed. Two of the three photoproducts, viz. the [3.5.5.5]fenestrane 3a and the isomer 4a, are formed according to the expected intramolecular meta-cycloaddition. A different mechanism is suggested for the formation of the major component 2a.
为了寻找进一步的合成路线以取代[5.5.5.5]的芬太尼,对化合物1a(7-甲氧基茚满的衍生物)进行光解。三个光产品中的两个,即。根据预期的分子内间环加成反应,形成[3.5.5.5]苯雌酮3a和异构体4a。建议使用不同的机制来形成主要成分2a。