Asymmetric Total Synthesis of Propindilactone G, Part 1: Initial Attempts towards the Synthesis of Schiartanes

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• 作者：Dr. Ling-Ming Xu ; Dr. Lin You ; Dr. Zhen-Hua Shan ; Ruo-Cheng Yu ; Bo Zhang ; Yuan-He Li ; Ying Shi ; Prof. Dr. Jia-Hua Chen and Prof. Dr. Zhen Yang
• 刊名：Chemistry – An Asian Journal
• 出版年：2016
• 出版时间：May 6, 2016
• 年：2016
• 卷：11
• 期：9
• 页码：1406-1413
• 全文大小：1373K
• ISSN：1861-471X

文摘

Our first-generation synthetic study towards the total synthesis of propindilactone G (1) and its analogues is reported. The key synthetic steps were an intramolecular Pauson–Khand reaction (PKR) and a vinylogous Mukaiyama reaction (VMAR). The stereoselective synthesis of the CDE ring moiety with an all-carbon quaternary center through a PKR was difficult, whilst a VMAR afforded a product with the opposite stereochemistry at the C20 position on the side chain. These results led us to redesign our synthetic strategy for the total synthesis of compound 1.