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镍催化烯丙醇通过硼酸烯丙酯的均相和交叉偶联反应

Nickel-Catalyzed Homo- and Cross-Coupling of Allyl Alcohols via Allyl Boronates.

作者信息

Gan Yi, Hu Hui, Liu Yuanhong

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China.

出版信息

Org Lett. 2020 Jun 5;22(11):4418-4423. doi: 10.1021/acs.orglett.0c01424. Epub 2020 May 19.

DOI:10.1021/acs.orglett.0c01424
PMID:32427489
Abstract

A nickel-catalyzed homo- and cross-coupling of allylic alcohols to 1,5-dienes in the presence of Bpin with excellent regioselectivity has been developed. Mechanistic studies indicate that the reaction proceeds via sequential nickel-catalyzed borylation of allyl alcohols followed by cross-coupling of the resulting allyl boronates with allyl alcohols. The method was effectively applied to nickel-catalyzed allylation of aldehydes using allylic alcohols directly.

摘要

已开发出一种在Bpin存在下镍催化烯丙醇与1,5-二烯的均相和交叉偶联反应,具有优异的区域选择性。机理研究表明,该反应通过镍催化烯丙醇的硼氢化反应,然后将所得烯丙基硼酸酯与烯丙醇进行交叉偶联依次进行。该方法有效地应用于直接使用烯丙醇进行镍催化的醛的烯丙基化反应。

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Org Lett. 2020 Jun 5;22(11):4418-4423. doi: 10.1021/acs.orglett.0c01424. Epub 2020 May 19.
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引用本文的文献

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C(sp)-C(sp) bond formation via nickel-catalyzed deoxygenative homo-coupling of aldehydes/ketones mediated by hydrazine.
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