Department of Chemistry, Center for Chemical Methodology and Library Development (CMLD-BU), Boston University , 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.
J Am Chem Soc. 2013 Nov 27;135(47):17978-82. doi: 10.1021/ja409992m. Epub 2013 Nov 13.
A tandem dienone photorearrangement-cycloaddition (DPC) reaction of novel cyclohexadienone substrates tethered with various 2π and 4π reaction partners resulted in the formation of polycyclic, bridged frameworks. In particular, use of alkynyl ether-tethered substrates led to (3 + 2) cycloaddition to afford strained alkenes which could be further elaborated by intra- and intermolecular cycloaddition chemistry to produce complex, polycyclic chemotypes.
新型环己二烯酮底物与各种 2π 和 4π 反应试剂连接的串联二烯酮光重排-环加成(DPC)反应导致多环、桥连骨架的形成。特别是,使用炔基醚连接的底物进行(3+2)环加成反应,生成的张力烯烃可通过分子内和分子间环加成化学进一步衍生,得到复杂的多环化学型。