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A Practical and Chemoselective Ammonia-Free Birch Reduction

Peng Lei, Yuxuan Ding, Xiaohe Zhang, Adila Adijiang, Hengzhao Li, Yun Ling and Jie An*

*College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China, Email: jie_ancau.edu.cn

P. Lei, Y. Ding, X. Zhang, A. Adijiang, H. Li, Y. Ling, J. An, Org. Lett., 2018, 20, 3439-3442.

DOI: 10.1021/acs.orglett.8b00891 (free Supporting Information)


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Abstract

The use of bench-stable sodium dispersions and recoverable 15-crown-5 ether enables a significantly improved, practical, and chemoselective ammonia-free Birch reduction of a broad range of aromatic and heteroaromatic compounds in excellent yields.

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Key Words

Birch Reduction, 1,4-cyclohexadienes, sodium


ID: J54-Y2018