Palladium-Catalyzed Cascade sp2 C-H Functionalization/Intramolecular Asymmetric Allylation: From Aryl Ureas and 1,3-Dienes to Chiral Indolines
Palladium-Catalyzed Cascade sp2 C-H Functionalization/Intramolecular Asymmetric Allylation: From Aryl Ureas and 1,3-Dienes to Chiral Indolines
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钯催化级联 sp(2) C-H 官能化/分子内不对称烯丙基化：从芳基脲和 1,3-二烯到手性二氢吲哚
DOI：
10.1002/anie.201702745
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发表时间：
2017-06-01
影响因子：
16.6
通讯作者：
Han, Zhi-Yong
中科院分区：
文献类型：
--
作者：
Chen, Shu-Sen;Wu, Min-Song;Han, Zhi-Yong
报道了手性 PdII 催化级联 sp(2) C-H 官能化/分子内不对称烯丙基化反应。硫上带有单个手性中心的新型手性亚砜-恶唑啉（SOX）配体被确定为该反应的最佳配体，在C-H裂解步骤和烯丙基化步骤的立体控制中均有效。该方法针对芳基脲和 1,3-二烯的广泛范围能够快速构建有价值的手性二氢吲哚衍生物，具有高产率和对映选择性（高达 99% 的产率，高达 95:5 e.r.）。
A chiral PdII-catalyzed cascade sp(2) C-H functionalization/intramolecular asymmetric allylation reaction is reported. A new chiral sulfoxide-oxazoline (SOX) ligand bearing single chiral center on the sulfur was identified as the optimal ligand for the reaction, being efficient both in the C-H cleavage step and the stereocontrol of the allylation step. The broad scope of this method with respect to aryl ureas and 1,3-dienes enables the rapid construction of valuable chiral indoline derivatives with high yields and enantioselectivities (up to 99% yield, up to 95:5 e.r.).