Synthesis of α-Trifluoromethylamines by Cu-Catalyzed Regio- and Enantioselective Hydroamination of 1-Trifluoromethylalkenes

Takata, Tatsuaki; Hirano, Koji; Miura, Masahiro

Organic Letters, 2019, 21(11), 4284-4288

アクセス数:391件（2025-08-28 17:24 集計）

固定URL: https://hdl.handle.net/11094/92707

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タイトル
Synthesis of α-Trifluoromethylamines by Cu-Catalyzed Regio- and Enantioselective Hydroamination of 1-Trifluoromethylalkenes
著者
著者名
Takata, Tatsuaki
NRID
1000070532696 1000070532696
ORCID
0000-0001-9752-1985 0000-0001-9752-1985
researchmap permalink
koj koj
Scopus Author ID
7402407063 7402407063
著者名
Hirano, Koji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
著者名
Miura, Masahiro
内容
Takata T., Hirano K., Miura M.. Synthesis of α-Trifluoromethylamines by Cu-Catalyzed Regio- and Enantioselective Hydroamination of 1-Trifluoromethylalkenes. Organic Letters. 21(11), 4284-4288, (2019),7 June 2019; © 2019 American Chemical Society. https://doi.org/10.102/acs.orglett.9b01471.
抄録
A copper-catalyzed regioselective net hydroamination of 1-trifluoromethylalkenes with hydrosilanes and hydroxylamines has been developed. The judicious choice of ligand and additive suppresses the conceivable but undesired β-F elimination of an α-CF3-substituted organocopper intermediate, leading to targeted α-trifluoromethylamines in good yields with excellent regioselectivity. Additionally, with an appropriate chiral bisphosphine ligand, the enantioselective reaction is also possible to deliver optically active α-trifluoromethylamines of high potential in medicinal and pharmaceutical chemistry.
出版者
American Chemical Societyservice@acs.org
収録物名
Organic Letters
巻(号)
21(11)
ページ
4284-4288
刊行年月
2019-01-07
言語
英語
ハンドルURL
https://hdl.handle.net/11094/92707
PISSN
15237060
eISSN
15237052
関連情報 (isVersionOf)
DOI (出版社版)
https://doi.org/10.1021/acs.orglett.9b01471
アクセス権
open access
権利情報
© 2019 American Chemical Society.
This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in, Organic Letters, copyright © American Chemical Society after peer review. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.9b01471.
出版タイプ
Accepted Manuscript
カテゴリ
学術雑誌論文 Journal Article