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Chemoselective, Regioselective, and Enantioselective Allylations of NH2OH under Iridium Catalysis

Jiteng Chen, Qingchun Liang, Xiaoming Zhao*

*School of Chemical Technology and Engineering, Tongji University, 1239 Siping Road, Shanghai 200092, People's Republic of China, Email: xmzhao08mail.tongji.edu.cn

J. Chen, Q. Liang, X. Zhao, Org. Lett., 2019, 21, 5383-5386.

DOI: 10.1021/acs.orglett.9b01357 (free Supporting Information)


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Abstract

The utilization of unprotected NH2OH, which is not only an oxygen nucleophile but also a nitrogen nucleophile, in iridium-catalyzed allylic substitution provides N-(1-allyl)hydroxylamines in good to high yields with high level of chemoselectivities, regioselectivities, and enantioselectivities under mild, carefully adjusted reaction conditions.

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Key Words

hydroxylamines, allylic amines


ID: J54-Y2019