The o-xylylene protecting group as an element of conformational control of remote stereochemistry in the synthesis of spiroketals |
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Authors: | Balbuena Patricia Rubio Enrique M Ortiz Mellet Carmen García Fernández José M |
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Institution: | Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado 553, E-41071, Sevilla, Spain. |
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Abstract: | Protection of trans-1,2-diol segments as cyclic o-xylylene ethers strongly favours diequatorial over diaxial dispositions; the possibility of using this grouping for remote control of the stereochemistry in the synthesis of spiroketals is here demonstrated by the stereoselective synthesis of tricyclic spirodisaccharides (di-D-fructose dianhydrides). |
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