Stereoselective Strecker and Carbamate Annulation Methodology for the Synthesis of 1‐Amino‐1,2,5‐trideoxy‐2,5‐imino‐L‐iditol

An efficient and highly stereoselective synthesis of L-ido-aminoiminosugar 3 has been described. Key in the synthesis is the application of a diastereoselective Strecker reaction and the extension of our carbamate annulation methodology to protected and functionalized alkenylamines. In addition, the identification of the primary iodide as a key intermediate during the carbamate annulation reaction provides insight into the mechanism of this reaction.