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Updated: Jun 14, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Eco-friendly α,β-C(sp3)-H difunctionalization of tertiary amines via sequential [1,5]-hydride transfer and
Yi Zhang1,2, Huihui Yan3, Peng Zhao1
1Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, 1139 Shifu Avenue Taizhou, 318000, People's Republic of China. chemzp@tzc.edu.cn.
Abstract:
An unprecedented eco-friendly multi-component domino reaction for the synthesis of novel N,O-acetals is reported. The protocol involves sequential coupling, [1,5]-hydride transfer and hetero-Diels-Alder cyclization. This new strategy enables direct α,β-difunctionalization of cyclic amines utilizing enamines generated in situ. The methodology features high atom and step economy, excellent regioselectivity, a simple work-up procedure and molecular diversity.
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