Catalytic asymmetric synthesis of key intermediate for scytophycin C
作者:Jin Cui、Takumi Watanabe、Masakatsu Shibasaki
DOI:10.1016/j.tetlet.2015.12.051
日期:2016.1
We achieved a formal total synthesis of scytophycin C. The synthesis demonstrates the utility of the catalytic asymmetric direct thioamide-aldol reaction for the preparation of polyketide structures, and was accomplished via diastereoselective allylation, and allylative cyclization as other key transformations. The reported process accesses Miyashita’s key fragment corresponding to the C7–C18 framework
A novel synthetic approach towards the stereoselective synthesis of the C6-C18 fragment of the biologically active antitumoragent scytophycin C is described. The synthesis involves Marouka allylation, base-catalyzed intramolecular conjugate addition, Wittig olefination, and a tandem allylation.
描述了一种立体选择性合成生物活性抗肿瘤剂 scytophycin C 的 C6-C18 片段的新合成方法。该合成涉及 Marouka 烯丙基化、碱催化的分子内共轭加成、Wittig 烯化和串联烯丙基化。