铜催化TsSCF3的不对称亲核取代：手性含scf3化合物的合成

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2024-12-02 DOI:10.1021/acs.joc.4c01803

Yan Zhao, Tian Cao, Huaxin Lin, Wei Jiao, Min Wang, Jian Liao

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引用次数: 0

摘要

通过使用亲电的TsSCF3作为高效的SCF3源，我们报道了Cu/SOP（手性亚砜-膦配体）催化的对映选择性亲核取代。在该方案下，α-吡啶基-α-氟酯作为潜在的碳亲核试剂，含有C-SCF3立体中心以及氮杂环和氟原子的化合物，在温和的条件下以良好的收率和对映选择性获得（高达68%的收率，92%的ee）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Copper-Catalyzed Asymmetric Nucleophilic Substitutions of TsSCF3: Synthesis of Chiral SCF3-Containing Compounds

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Copper-Catalyzed Asymmetric Nucleophilic Substitutions of TsSCF3: Synthesis of Chiral SCF3-Containing Compounds

By employing electrophilic TsSCF₃ as an efficient SCF₃ source, we reported Cu/SOP (chiral sulfoxide-phosphine ligand)-catalyzed enantioselective nucleophilic substitutions. Under this protocol, α-pyridyl-α-fluoro esters as latent carbon nucleophiles, compounds containing a C-SCF₃ stereocenter along with azacycles and fluorine atoms, were obtained in good yields and enantioselectivities under mild conditions (up to 68% yield, 92% ee).

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.