Müller, T; Dettner, K; Seifert, K: Straightforward Synthesis of all Stenusine and Norstenusine Stereoisomers, European Journal of Organic Chemistry, 30, 6032-6038 (2011) | |
Abstract: All the stereoisomers of stenusine (1) and norstenusine (21) have been efficiently synthesized by the asymmetric hydrogenation of pyridines. The (2R,3S)- and (2R,3R)-isomers of 1, that are difficult to prepare, have been synthesized for the first time using a chemoenzymatic approach in eight steps with an 8 % total yield. All the target compounds were obtained in good stereochemical purity by using very simple and inexpensive reagents and auxiliaries. |