Silver-Mediated\nAcetoxyselenylation of Alkynes: Mild\nStereoselective Access to Bifunctional Alkenes

Herein, we report a AgF-mediated regio- and stereoselective\nacetoxyselenylation\nof terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)<sub>2</sub>] and diorganyl diselenides via multiple-site functionalization\nto afford β-selenyl enol esters in good yields. Alkynes derived\nfrom bioactive molecules, such as l(−)-borneol, l-menthol, and acyne oxalate, are also suitable for this transformation\nand afford the expected compounds.

Publication Details

Journal
Figshare
Published
2024-11-13
DOI
https://doi.org/10.1021/acs.orglett.4c03178.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Silver-Mediated\nAcetoxyselenylation of Alkynes: Mild\nStereoselective Access to Bifunctional Alkenes

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Mycorrhizal Fungi and Plant Interactions
article

Silver-Mediated\nAcetoxyselenylation of Alkynes: Mild\nStereoselective Access to Bifunctional Alkenes

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Abstract

Herein, we report a AgF-mediated regio- and stereoselective\nacetoxyselenylation\nof terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)<sub>2</sub>] and diorganyl diselenides via multiple-site functionalization\nto afford β-selenyl enol esters in good yields. Alkynes derived\nfrom bioactive molecules, such as l(−)-borneol, l-menthol, and acyne oxalate, are also suitable for this transformation\nand afford the expected compounds.

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Mycorrhizal Fungi and Plant Interactions
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Silver-Mediated\nAcetoxyselenylation of Alkynes: Mild\nStereoselective Access to Bifunctional Alkenes · Figshare (2024) | TGRS Research Map | TGRS