Pd-Catalyzed Atroposelective C–H Acyloxylation Enabling Access to an Axially Chiral Biaryl Phenol Organocatalyst

作者：Jitan Zhang, Jian Fan, Yehe Wu, Ziyi Guo, Jiaping Wu, Meihua Xie · 发表于：Organic Letters · 年份：2022 · DOI：10.1021/acs.orglett.2c01981 · 被引用次数：26 · 研究领域：Axial and Atropisomeric Chirality Synthesis、Molecular spectroscopy and chirality、Plant and Fungal Species Descriptions

Herein, we present the Pd(II)-catalyzed atroposelective C-H acyloxylation strategy for the assembly of biaryl aldehyde atropoisomers using readily available amino acids as the catalytic auxiliary and chiral pool. This strategy exhibits a broad substrate scope with a good yield (≤90%) and excellent enantioselectivity (≤99%), furnishing functionalized aldehydes through direct asymmetric C-H oxidation. The application utility of this method was demonstrated by the concise synthesis of a kind of atropoisomeric amino-phenol organocatalyst, which enables good enantiocontrol in catalyzing asymmetric addition of diethylzinc to aldehydes.