铜催化的二氧化硫对映体选择性磺化反应：生成三级丙炔基砜

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2025-03-03 DOI:10.1039/d4qo02389g

Chen Guo , Jiapian Huang , Shengqing Ye , Min Yang , Jie Wu

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引用次数: 0

摘要

报道了通过铜催化的三组分丙炔环碳酸酯环丙炔-1-醇与二氧化硫的对映选择性磺化反应，可以制备具有季立体中心的叔丙炔砜。这种对映选择性丙炔磺酰化反应在温和的条件下通过γ-酮亚磺酸中间体和铜-烯基中间体进行，具有高度的不对称诱导和广泛的官能团相容性。

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Copper-catalyzed enantioselective sulfonylation from sulfur dioxide: generation of tertiary propargylic sulfones†

Enantioselective sulfonylation through a copper-catalyzed three-component reaction of propargylic cyclic carbonates, cyclopropan-1-ols and sulfur dioxide is reported, allowing the preparation of tertiary propargylic sulfones with quaternary stereocenters. This enantioselective propargylic sulfonylation proceeds under mild conditions through γ-keto sulfinate intermediates and copper–allenylidene intermediates, featuring high asymmetric induction and wide functional group compatibility.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

自引率

0.00%

发文量