Diastereoselective synthesis of diamino 1,2-diols from homochiral α-aminoacylsilanes

Abstract

We have developed a new synthetic access to stereodefined diamino 1,2-diols starting from homochiral α-aminoacylsilanes. A [3+2] cycloaddition with benzo nitrile oxide of the vinylated adducts and a reductive ring opening constitute key steps of the reaction sequence.