Intermolecular Hydroamination of 1,3-Dienes to Generate Homoallylic Amines

Xiao Hui Yang; Alexander Lu; Vy M. Dong

doi:10.1021/jacs.7b09188

Intermolecular Hydroamination of 1,3-Dienes to Generate Homoallylic Amines

Xiao Hui Yang
, Alexander Lu
, Vy M. Dong^*

^*此作品的通讯作者

University of California at Irvine

科研成果: 期刊稿件 › 文章 › 同行评审

100 引用（Scopus）

摘要

We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Brønsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

源语言	英语
页（从-至）	14049-14052
页数	4
期刊	Journal of the American Chemical Society
卷	139
期	40
DOI	https://doi.org/10.1021/jacs.7b09188
出版状态	已出版 - 11 10月 2017
已对外发布	是

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abstract = "We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Br{\o}nsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.",

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AB - We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Brønsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

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Intermolecular Hydroamination of 1,3-Dienes to Generate Homoallylic Amines

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