Friedel–Crafts and modified Vorbrüggen ribosylation. A short synthesis of aryl and heteroaryl-C-nucleosides

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Title: Friedel–Crafts and modified Vorbrüggen ribosylation. A short synthesis of aryl and heteroaryl-C-nucleosides
Authors: Spadafora, Marie1, Mehiri, Mohamed1, Burger, Alain1, Benhida, Rachid benhida@unice.fr
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jun2008, Vol. 49 Issue 25, p3967-3971. 5p.
Subjects: Acid-base chemistry, Physical & theoretical chemistry, Acid neutralizing capacity, Lewis acids
Abstract: Abstract: A direct coupling of aryl donor and tetra-O-acetylribose in the presence of Lewis acid led to β-C-nucleosides in good yields. In contrast, for deactivated electron-poor aromatics, a modified Vorbrüggen ribosylation reaction was investigated and successfully applied in the case of 2-trimethylsilyl-thiazole. [Copyright &y& Elsevier]
Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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An: 32073573
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  Data: <searchLink fieldCode="AR" term="%22Spadafora%2C+Marie%22">Spadafora, Marie</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Mehiri%2C+Mohamed%22">Mehiri, Mohamed</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Burger%2C+Alain%22">Burger, Alain</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Benhida%2C+Rachid%22">Benhida, Rachid</searchLink><i> benhida@unice.fr</i>
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  Data: <searchLink fieldCode="DE" term="%22Acid-base+chemistry%22">Acid-base chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22Physical+%26+theoretical+chemistry%22">Physical & theoretical chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22Acid+neutralizing+capacity%22">Acid neutralizing capacity</searchLink><br /><searchLink fieldCode="DE" term="%22Lewis+acids%22">Lewis acids</searchLink>
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  Data: Abstract: A direct coupling of aryl donor and tetra-O-acetylribose in the presence of Lewis acid led to β-C-nucleosides in good yields. In contrast, for deactivated electron-poor aromatics, a modified Vorbrüggen ribosylation reaction was investigated and successfully applied in the case of 2-trimethylsilyl-thiazole. [Copyright &y& Elsevier]
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  Data: <i>Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1016/j.tetlet.2008.04.105
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        Text: English
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      – SubjectFull: Acid neutralizing capacity
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      – SubjectFull: Lewis acids
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      – TitleFull: Friedel–Crafts and modified Vorbrüggen ribosylation. A short synthesis of aryl and heteroaryl-C-nucleosides
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              Text: Jun2008
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              Y: 2008
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