Cobalt Catalyst Determines Regioselectivity in Ring Opening of Epoxides with Aryl Halides
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چکیده
منابع مشابه
Regioselectivity Control of the Ring Opening of Epoxides With Sodium Azide in a Microreactor
The reaction of different types of aromatic and aliphatic epoxides with sodium azide to give vicinal azido alcohols was studied in a microreactor with and without pillars in the channels. Dependent on the substrate, the regioselectivity of the ring opening is affected by the used solvent system, viz. acetonitrile–water (sometimes with 10% acetic acid to promote the reactivity of substrates) or ...
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Efficient syntheses of four aminocyclitols are reported. Each synthesis is accomplished in eight steps starting from D-(-)-quinic acid. The key step involves a highly regioselective ring opening of epoxides by sodium azide.
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A conceptually new, simple and practical method for the syn-nucleophilic displacement of aryl and vinyl epoxides and aryl aziridines with (substituted) phenols, using aryl borates as activating nucleophiles under neutral conditions, is reported.
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Epoxide ring opening is a frequently required transformation in Organic Synthesis. In this paper we describe the application of NbCl5 for this purpose using three different substrates. Chlorohydrins, 1,2-diols, products containing solvent residues as well as rearrangement products are obtained, depending on both the substrate structure and reaction conditions. Rationalizations to account for so...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2021
ISSN: 0002-7863,1520-5126
DOI: 10.1021/jacs.1c00659