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A convergent preparation of the C1-C13 fragment of amphotericin B from a single chiral precursor
Authors:Carlo Bonini  Lucia Chiummiento  Angela Martuscelli  Licia Viggiani
Institution:Dipartimento di Chimica, Università degli Studi della Basilicata, Via N. Sauro, 85, 85100 Potenza, Italy
Abstract:A short, highly efficient, stereoconvergent synthesis of the polyolic chain, C1-C13, of the macrolide antibiotic amphotericin B is described. The key features of the synthesis are the use of a single chiral precursor for the establishment of the stereogenic centres in a short synthetic sequence, and the final alkyl lithium addition to the appropriate aldehyde, which showed high diastereoselectivity for the correct stereochemistry at the fifth stereogenic centre.
Keywords:Amphotericin B  Polyols  Asymmetric synthesis  Diastereoselective addition
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