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直接使用1,3 - 二烯进行酮的烯丙基化反应——催化氢铟化反应。

Direct use of 1,3-dienes for the allylation of ketones catalytic hydroindation.

作者信息

Suzuki Itaru, Yagi Kensuke, Miyamoto Shinji, Shibata Ikuya

机构信息

Research Center for Environmental Preservation, Osaka University 2-4 Yamadaoka Suita Osaka 565-0871 Japan

Division of Applied Chemistry, Graduate School of Engineering, Osaka University 2-1, Yamadaoka Suita Osaka 565-0871 Japan.

出版信息

RSC Adv. 2020 Feb 6;10(10):6030-6034. doi: 10.1039/d0ra00853b. eCollection 2020 Feb 4.

Abstract

In this study, catalytically generated allylic indium from 1,3 dienes and InClH was developed for use in the allylation of ketones. This protocol resulted in the unprecedented establishment of a successive combining of quaternary C-C bonds, which could then be applied to many types of ketones. Other branched 1,3 dienes and vinyl cyclopropanes, could also be coupled with ketones in a reaction where CuH would not be applicable.

摘要

在本研究中,由1,3 - 二烯和氯化铟氢催化生成的烯丙基铟被开发用于酮的烯丙基化反应。该方案实现了前所未有的连续构建季碳 - 碳键,然后可应用于多种类型的酮。其他支链1,3 - 二烯和乙烯基环丙烷也可在氢化亚铜不适用的反应中与酮发生偶联反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/93a9/9049578/398ff7ee04ed/d0ra00853b-s1.jpg

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本文引用的文献

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Copper-Catalyzed Asymmetric Reductive Allylation of Ketones with 1,3-Dienes.
Org Lett. 2019 May 17;21(10):3576-3580. doi: 10.1021/acs.orglett.9b00979. Epub 2019 May 6.
2
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J Am Chem Soc. 2019 Mar 27;141(12):5062-5070. doi: 10.1021/jacs.9b01784. Epub 2019 Mar 12.
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Construction of Vicinal Quaternary Carbon Centers via Cobalt-Catalyzed Asymmetric Reverse Prenylation.
Org Lett. 2019 Mar 1;21(5):1278-1282. doi: 10.1021/acs.orglett.8b04030. Epub 2019 Feb 15.
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