The Overman rearrangement in carbohydrate chemistry: stereoselective synthesis of functionalized 3-amino-3,6-dihydro-2H-pyrans and incorporation in peptide derivatives |
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| Authors: | Ana Montero |
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| Institution: | Instituto de Química Orgánica General, C.S.I.C., Juan de la Cierva 3, 28006 Madrid, Spain |
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| Abstract: | A stereocontrolled synthesis of an unsaturated sugar bearing two amino groups (one of them masked as an azide), using an Overman rearrangement as key step, is described. This scaffold is used to prepare two peptides having aromatic fragments, which have shown activity as calpain inhibitors. |
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| Keywords: | Amino sugar Calpain inhibitor Enkephalin Overman rearrangement Peptidomimetic |
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