Synthesis of carbohydrate-based vinyl selenides via Wittig-type reactions |
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| Authors: | Boutureira Omar Matheu M Isabel Díaz Yolanda Castillón Sergio |
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| Institution: | Departament de Química Analítica i Química Orgànica, Facultat de Química, Universitat Rovira i Virgili, c/o Marcel.lí Domingo s/n, E-43007 Tarragona, Spain. |
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| Abstract: | Carbohydrate-based vinyl selenides of the arabino, ribo and 2-deoxy-ribo configuration have been prepared by Wittig-type reactions of various protected furanoses. Moderate yields were always obtained due to the nature and reactivity of both carbohydrate lactols and selenium-based olefinating reagents under the conditions tested. A detailed study of the olefination reaction and the behaviour of vinyl selenides towards the electrophilic-induced cyclization will be discussed. |
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| Keywords: | Selenium Seleno-carbohydrates Vinyl selenides Olefination Wittig |
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