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Nickel-Catalyzed Benzylic Alkynylation: Migratory Hydroalkynylation and Enantioselective Hydroalkynylation of Olefins with Bromoalkynes

02 February 2021, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

Abstract

A nickel-hydride catalyzed reductive migratory hydroalkynylation of olefins with bromoalkynes that delivers the corresponding benzylic alkynylation products in high yield and with excellent regioselectivity has been developed. Catalytic enantioselective hydroalkynylation of styrenes has been realized using a simple chiral PyrOx ligand. The obtained enantioenriched benzylic alkynes are versatile synthetic intermediates and can be readily transformed into synthetically useful chiral synthons

Keywords

Asymmetric Catalysis
hydroalkynylation
Nickel Catalysis
Regioselectivity
alkenes
nickel hydride

Supplementary materials

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Jiang Asymmetric hydroalkynylation SI
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Now Published

Nickel-catalysed migratory hydroalkynylation and enantioselective hydroalkynylation of olefins with bromoalkynes [opens in a new tab]
Xiaoli Jiang, Bo Han, Yuhang Xue, Mei Duan, Zhuofan Gui, You Wang, Shaolin Zhu journal article
Nature Communications , Volume 12, Issue 1
Online publication date: Jun 18, 2021

Version History

Feb 02, 2021 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.13681432.v1
D O I: 10.26434/chemrxiv.13681432.v1 [opens in a new tab]

Funding

National natural Science Foudation of China 21822105
National natural Science Foudation of China 21772087
National natural Science Foudation of Jiangsu Province (BK20190281, BK20201245)

Author’s competing interest statement

The authors declare no competing financial interest.

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