Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institute of Biomedicine (IBUB), University of Barcelona, 08028-Barcelona, Spain.
Chem Commun (Camb). 2013 Dec 7;49(94):11032-4. doi: 10.1039/c3cc46801a.
A concise synthesis of the marine alkaloids (-)-lepadins A-C from a phenylglycinol-derived tricyclic lactam is reported. Key steps from the stereochemical standpoint involve stereoselective cyclocondensation, double bond hydrogenation, oxazolidine opening, hydroboration-oxidation, and Horner-Wadsworth-Emmons reactions.
报道了一种从苯甘氨醇衍生的三环内酰胺简洁合成海洋生物碱 (-)-lepadins A-C。从立体化学的角度来看,关键步骤包括立体选择性环缩合、双键氢化、恶唑烷开环、硼氢化-氧化和霍纳-沃兹沃思-埃蒙斯反应。