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2018•European Journal of Organic ChemistryRequires access

Au‐Catalyzed Addition of Nucleophiles to Chloroalkynes: A Regio‐ and Stereoselective Synthesis of (Z)‐Alkenyl Chlorides

Congrong Liu, Yunbo Xue, Lianghui Ding, Haiyun Zhang, Fulai Yang

Open publisher page 19 citations

Abstract

An unprecedented protocol has been developed for the regio‐ and stereoselective synthesis of (Z)‐alkenyl chlorides via the gold‐catalyzed addition of nucleophiles to chloroalkynes. In the presence of 1 mol‐% BrettPhosAuCl, a broad range of nucleophiles smoothly react with aromatic, vinylic, or aliphatic chloroalkynes to afford various functionalized (Z)‐alkenyl chlorides with high to excellent yields and extremely high stereoselectivity.

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What this paper is about

An unprecedented protocol has been developed for the regio‐ and stereoselective synthesis of (Z)‐alkenyl chlorides via the gold‐catalyzed addition of nucleophiles to chloroalkynes. In the presence of 1 mol‐% BrettPhosAuCl, a broad range of nucleophiles smoothly react with aromatic, vinylic, or aliphatic chloroalkynes to afford various functionalized (Z)‐alkenyl chlorides with high to excellent yields and extremely high stereoselectivity.

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OpenAlex reports 19 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

An unprecedented protocol has been developed for the regio‐ and stereoselective synthesis of (Z)‐alkenyl chlorides via the gold‐catalyzed addition of nucleophiles to chloroalkynes. In the presence of 1 mol‐% BrettPhosAuCl, a broad range of nucleophiles smoothly react with aromatic, vinylic, or aliphatic chloroalkynes to afford various functionalized (Z)‐alkenyl chlorides with high to excellent yields and extremely high stereoselectivity.

Key concepts: Stereoselectivity, Chemistry, Nucleophile, Catalysis, Regioselectivity, Nucleophilic addition, Organic chemistry, Medicinal chemistry

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Au‐Catalyzed Addition of Nucleophiles to Chloroalkynes: A Regio‐ and Stereoselective Synthesis of (Z)‐Alkenyl Chlorides — Research Paper | ScholarLens