School of Pharmacy & State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China.
School of Biotechnology and Health Science, Wuyi University, Jiangmen 529020, P.R. China.
Org Lett. 2020 Sep 18;22(18):7073-7077. doi: 10.1021/acs.orglett.0c02262. Epub 2020 Sep 4.
The development of methods toward the construction of quaternary carbon centers has been a hot topic in recent years. In this work, an Au(I)-catalyzed intramolecular cyclization/semipinacol rearrangement of allene-containing allylic silyl ether was developed to provide a direct strategy for the construction of multisubstituted cyclohexene-type compounds with a quaternary carbon center in moderate to good yields. In particular, this method provides an alternative synthetic strategy for the construction of a multisubstituted spirocyclo[4.5]decane skeleton and may be applied to the synthesis of related bioactive molecules and their derivatives, thus facilitating the corresponding functional studies.
近年来，构建四级碳原子的方法发展一直是一个热门话题。在这项工作中，开发了一种金（I）催化的含丙二烯的烯丙基硅醚的分子内环化/半频哪醇重排反应，为构建具有四级碳原子的多取代环己烯型化合物提供了一种直接的策略，产率中等至良好。特别是，该方法为构建多取代螺[4.5]癸烷骨架提供了一种替代的合成策略，并可应用于相关生物活性分子及其衍生物的合成，从而促进了相应的功能研究。
