Gold-catalyzed construction of two adjacent quaternary stereocenters via sequential C-H functionalization and aldol annulation
Gold-catalyzed construction of two adjacent quaternary stereocenters via sequential C-H functionalization and aldol annulation
复制标题
通过顺序 C-H 官能化和羟醛环化金催化构建两个相邻的四元立构中心
DOI：
10.1039/c5cc08880a
复制
发表时间：
2016
影响因子：
4.9
通讯作者：
Zhang Junliang
中科院分区：
文献类型：
--
作者：
Yu Zhunzhun;Qiu Haile;Liu Lu;Zhang Junliang
本文提出了一种新颖高效的金催化分子间C(Sp2)-H官能化(Friedel-Craft烷基化)和Aldol环化策略。这一级联过程允许用两个相邻的四元立体中心合成一系列吲哚和四氢对苯二酚的衍生物。该反应具有原料易得、非对映选择性好、官能团耐受性好、反应条件温和等特点。此外，初步结果表明，这种转化可以通过进一步的手性配体筛选和设计来进行对映选择性合成。
Herein, a novel and efficient gold-catalyzed intermolecular C(sp2)–H functionalization (Friedel–Crafts alkylation) and aldol annulation strategy is presented. This cascade process allows the synthesis of a series of indanol and tetrahydronaphthalenol derivatives with two adjacent quaternary stereocenters. The attractive reaction features are the use of readily available starting materials, good diastereoselectivity, good functional-group tolerance and mild reaction conditions. Furthermore, preliminary results indicate that this transformation is amenable to enantioselectivitive synthesis with further chiral ligand screening and design.