Department of Chemistry and Centre for Biotechnology, Brock University, 1812 Sir Isaac Brock Way, St. Catharines, Ontario, L2S 3A1, Canada.
Angew Chem Int Ed Engl. 2017 May 22;56(22):6022-6066. doi: 10.1002/anie.201611329. Epub 2017 Apr 25.
This Review traces the discovery of the Wittig-Still rearrangement and its applications in organic synthesis. Its relationship to Wittig rearrangements is discussed along with detailed analysis of E/Z- and diastereoselectivity. Modifications of the products arising from the Wittig-Still rearrangement are reviewed in the context of increased complexity in intermediates potentially useful in target-oriented synthesis. Early applications of the Wittig-Still rearrangement to modifications of steroids are reviewed as are applications to various terpene and alkaloid natural product targets and miscellaneous compounds. To the best of our knowledge, the literature is covered through December 2016.
这篇综述追溯了 Wittig-Still 重排反应的发现及其在有机合成中的应用。讨论了它与 Wittig 重排反应的关系,并对 E/Z-和非对映选择性进行了详细分析。综述了 Wittig-Still 重排反应产物的修饰,讨论了中间体复杂性增加在靶向合成中潜在的有用性。还综述了 Wittig-Still 重排在甾体修饰中的早期应用,以及在各种萜类和生物碱天然产物靶标和杂化合物中的应用。就我们所知,文献综述截止到 2016 年 12 月。