Straightforward Synthesis of All Stenusine and Norstenusine Stereoisomers

T Müller, K Dettner, K Seifert

Index: Mueller, Tobias; Dettner, Konrad; Seifert, Karlheinz European Journal of Organic Chemistry, 2011 , # 30 p. 6032 - 6038

Full Text: HTML

Citation Number: 2

Abstract

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 ...