Nickel-Catalyzed Asymmetric Propargylic Amination
of Propargylic Carbonates Bearing an Internal Alkyne Group

Watanabe, Kouichi; Miyazaki, Yusuke; Okubo, Masataka; Zhou, Biao; Tsuji, Hiroaki; Kawatsura, Motoi

doi:10.1021/acs.orglett.8b02325.s001

Nickel-Catalyzed Asymmetric Propargylic Amination of Propargylic Carbonates Bearing an Internal Alkyne Group

https://doi.org/10.1021/acs.orglett.8b02325.s001
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journal contribution

posted on 2018-08-24, 18:52 authored by Kouichi Watanabe, Yusuke Miyazaki, Masataka Okubo, Biao Zhou, Hiroaki Tsuji, Motoi Kawatsura

We have achieved the nickel-catalyzed asymmetric propargylic amination of propargylic carbonates bearing an internal alkyne group. A wide variety of propargylic carbonates and <i>N</i>-methylaniline derivatives were tolerated under the reaction conditions, providing the corresponding chiral propargylic amines in up to 97% yield with up to 97% ee.