Obringer Michel, Barbarotto Marie, Choppin Sabine, Colobert Françoise
Laboratoire de stereochimie associe au CNRS, UMR 7509, Universite de Strasbourg, ECPM, 25 rue Becquerel, 67087 Strasbourg Cedex 2, France.
Org Lett. 2009 Aug 20;11(16):3542-5. doi: 10.1021/ol901144j.
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.
描述了安莎霉素类抗生素具有反式、顺式立体三联体的片段C9-C16的高效合成。控制三个立体中心构型的关键步骤包括立体选择性Reformatsky型反应,随后是β-酮亚砜的非对映选择性还原。