通过分子内环氧开环合成卡那多定。
Synthesis of cananodine by intramolecular epoxide opening.
作者信息
Shelton Patrick, Ligon Toby J, Dell Née Meyer Jennifer M, Yarbrough Loagan, Vyvyan James R
机构信息
Department of Chemistry, Western Washington University, 516 High Street, Bellingham, WA 98225-9150.
出版信息
Tetrahedron Lett. 2017 Aug;58(35):3478-3481. doi: 10.1016/j.tetlet.2017.07.080. Epub 2017 Jul 25.
Abstract
Cananodine is a guaipyridine alkaloid with activity against liver cancer. Cananodine was synthesized using a remarkable intramolecular opening of a trisubstituted epoxide as the key step in construction of the seven-membered carbocycle of the target. The epoxide opening strategy allows all four stereoisomers of cananodine to be prepared.
摘要
卡那诺定是一种具有抗肝癌活性的愈创吡啶生物碱。卡那诺定的合成采用了一个引人注目的三取代环氧化合物分子内开环反应，作为构建目标七元碳环的关键步骤。这种环氧化合物开环策略使得能够制备卡那诺定的所有四种立体异构体。
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