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Updated: Jul 3, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Regioselective Olefination and Arylation of Arene-Tethered Diols Using the Easily Foldable Directing Groups
Fucheng Yin1, Yifan Chen1, Zhongwen Luo1
1China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.
Abstract:
Arene-tethered diols constitute a valuable class of structural motifs of drug and bioactive natural product molecules. In this study, a regioselective protocol for olefination and arylation of arene-tethered 1,2-diols and 1,3-diols has been developed using easily foldable acetal structures for attaching pyridine and nitrile directing groups. The method overcomes the steric hindrance effect of the short-chain diols and affords products in high yield and regioselectivity. This efficient cascaded catalysis has been successfully utilized in the syntheses of natural products such as peucedanol, decursinol, and marmesin.
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