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Updated: Sep 8, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Cycloaddition of bicyclo[1.1.0]butanes with enamides for the efficient synthesis of 2-amino-bicyclo[2.1.1]hexanes
Yanren Zhu1, Shaoxiong Yang1, Huiyu Chen2
1Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Key Laboratory of Research and Development for Natural Products, School of Pharmacy, Yunnan University, Kunming, 650500, P. R. China. jinyi@ynu.edu.cn.
Abstract:
Here, we develop a mild and scalable approach for the synthesis of 2-amino-bicyclo[2.1.1]hexanes via Lewis acid-catalyzed (3+2) cycloaddition of bicyclo[1.1.0]butanes (BCBs) with enamides. The practicality of this methodology has been demonstrated by scale-up reactions and product modifications, providing highly valuable aniline bioisosteres and structurally complex three-dimensional cyclic amines.
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