Improvements To Upjohn Dihydroxylation
In response to these problems, Stuart Warren and co-workers employed identical reaction conditions to the Sharpless asymmetric dihydroxylation, replacing the chiral ligands with the achiral quinuclidine to give a racemic reaction product (assuming an achiral starting material is employed). This approach takes advantage of the fact that when using the Sharpless alkaloid ligands, the dihydroxylation of alkenes is faster and higher yielding than in their absence. This phenomenon became known as "ligand accelerated catalysis" a term coined by Barry Sharpless during the development of the asymmetric reaction.
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