It shares its namesake with an oxyamination and an epoxidation.
Jacobsen's synthesis of quinine relied on one of these reactions, followed by epoxide formation, immediately before the final cyclization step. The main reagent used in this reaction can be regenerated using potassium ferricyanide or NMO, and stereoselectivity in this reaction is achieved by using either AD- mix-alpha or AD-mix-beta. Controversy exists as to whether the ligand complex adds to the reactant via a [3+2] cycloaddition or [2+2] addition followed by expansion, and the ligand consists of two DHQD units bound to PHAL, which creates an enzyme-like binding pocket. This reaction is a stereoselective modification of the Upjohn method and uses osmium tetroxide. It shares its namesake with an oxyamination and an epoxidation. FTP, name this reaction used to synthesize diols, named for the pioneer of click chemistry, the great American chemist K. Barry.
Jacobsen's synthesis of quinine relied on one of these reactions, followed by epoxide formation, immediately before the final cyclization step.
{Sharpless} asymmetric dihydroxylation