Monaco Alessandra, Szulc Blanka R, Rao Zenobia X, Barniol-Xicota Marta, Sehailia Moussa, Borges Bruno M A, Hilton Stephen T
UCL School of Pharmacy, University College London, 29-39 Brunswick Square, London, WC1N 1AX, UK.
Laboratori de Química Farmacèutica (Unitat Associada al CSIC), Facultat de Farmàcia, Institute of Biomedicine (IBUB), Universitat de Barcelona, Av. Joan XXIII, s/n, 08028, Barcelona, Spain.
Chemistry. 2017 Apr 6;23(20):4750-4755. doi: 10.1002/chem.201700143. Epub 2017 Mar 20.
An intramolecular acylal cyclisation (IAC) approach to the synthesis of a range of bicyclic heterocycles is reported. As an example of the utility of the IAC reaction, the methodology was applied in a protecting-group-free five-step total synthesis of (±)-γ-lycorane, incorporating a new intramolecular Heck addition reaction to generate the pentacyclic core structure of the natural product in good yield.
报道了一种用于合成一系列双环杂环化合物的分子内缩醛环化(IAC)方法。作为IAC反应实用性的一个例子,该方法被应用于(±)-γ-石蒜碱的无保护基五步全合成中,其中引入了一种新的分子内Heck加成反应,以高收率生成天然产物的五环核心结构。