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Published on: June 13, 2022
Efficient and stereoselective access to the polyol fragment C9-C16 of ansamycin antibiotics
Michel Obringer1, Marie Barbarotto, Sabine Choppin
1Laboratoire de stereochimie associe au CNRS, UMR 7509, Universite de Strasbourg, ECPM, 25 rue Becquerel, 67087 Strasbourg Cedex 2, France.
Abstract:
Efficient synthesis of the fragment C9-C16 bearing the anti,syn stereotriad of ansamycin antibiotics is described. Key steps for controlling the configuration of the three stereogenic centers involve a stereoselective Reformatsky-type reaction followed by a diastereoselective reduction of a beta-ketosulfoxide.
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