著者
只野 金一 石原 淳 小川 誠一郎
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.49, no.4, pp.327-339, 1991-04-01 (Released:2009-11-16)
参考文献数
62
被引用文献数
5 7

The [3, 3] sigmatropic rearrangement, represented by Claisen rearrangement, is one of the promising synthetic tools for the carbon framework construction in natural product synthesis. The reliability of the stereochemical issue, especially being realizable in cyclic systems, is well recognized. In this article, we summarize our recent development in the field of the Claisen rearrangements applied to the carbohydrate-derived substrates. The highly stereoselective quaternization of the ring-carbon of the furanose derivatives is also featured in this context. The utility of the rearrangement strategy was substantiated through the first total synthesis of (-) -acetomycin, an antimicrobial and antitumor agent.