Reaction of 2,3-O-Isopropylidene-D-Glyceraldehyde and Some Dialkyl and Diarylthiomethyl Sulfoxides: Stereochemical Aspects |
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Authors: | J. A. López Sastre J. F. Rodríguez Amo J. M. Báñez Sanz J. Molina Molina M. C. Romero-Avila A. Sanz Tejedor |
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Affiliation: | 1. Departamento de Química Orgánica. E.T.S. Ingenieros Industriales , Universidad de Valladolid , Paseo del Cauce s/n, 47011, Valladolid;2. Departamento de Química Orgánica , Universidad de Granada , 18071, Granada, SPAIN |
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Abstract: | Abstract The reaction of 2,3-O-isopropylidene-D-glyceraldehyde with different dialkyl and diarylthiomethyl sulfoxides occurs with a high selectivity and produces the corresponding 1-alkyl(or l-aryl)-sulfynil-l-alkyl(or 1-aryl) thio-3,4-O-isopropylidene-D-tetroses as pure diastereoisomers. We have determined the absolute configuration of the three chiral centers formed in these reactions. |
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