| Abstract
| - Vicinal amino alcohols are substructures in several important natural products. They are alsofrequently employed ligands in asymmetric synthesis. Many enantioselective syntheses of vic-aminoalcohols have been reported, but each structure has required its own synthetic route. This studypresents a synthetic strategy leading to all eight possible isomers of a given β-amino alcohol, startingfrom vinyl epoxides. The developed strategy focuses on the propensity of vinyl epoxides andvinylaziridines to be selectively ring-opened at the allylic position by suitable hard nucleophiles.Within this strategy, a novel large-scale aminolysis reaction and the synthesis of a trisubstitutedN-H vinylaziridine are detailed.
|
