Chemical reaction where an alkene is converted to a vicinal diol
Dihydroxylation is the process by which an alkene is converted into a vicinal diol. Although there are many routes to accomplish this oxidation, the most common and direct processes use a high-oxidation-state transition metal (typically osmium or manganese). The metal is often used as a catalyst, with some other stoichiometric oxidant present.[1] In addition, other transition metals and non-transition metal methods have been developed and used to catalyze the reaction.
^Carey, Francis A.; Sundberg, Richard J. Advanced Organic Chemistry Part B: Reactions and Synthesis (5th ed.). Springer.
Dihydroxylation is the process by which an alkene is converted into a vicinal diol. Although there are many routes to accomplish this oxidation, the most...
Sharpless asymmetric dihydroxylation (also called the Sharpless bishydroxylation) is the chemical reaction of an alkene with osmium tetroxide in the presence...
The Upjohn dihydroxylation is an organic reaction which converts an alkene to a cis vicinal diol. It was developed by V. VanRheenen, R. C. Kelly and D...
the amine is chiral, then the dihydroxylation can proceed with enantioselectivity (see Sharpless asymmetric dihydroxylation). OsO4 does not react with most...
superseded in synthetic chemistry by the Upjohn dihydroxylation and later by the Sharpless asymmetric dihydroxylation. The proposed mechanism for the Milas hydroxylation...
this molecule is used as chiral ligand in the AD-mix for Sharpless dihydroxylation. The substance is also a class Ia antiarrhythmic medication. Dihydroquinine...
science fiction to the relatively routine, including aminohydroxylation, dihydroxylation, and the Sharpless asymmetric epoxidation. In 2001 he was awarded a...
this molecule is used as chiral ligand in the AD-mix for Sharpless dihydroxylation. DHQ also inhibits growth of the parasite Toxoplasma gondii by inducing...
asymmetric oxidations (Sharpless epoxidation, Sharpless asymmetric dihydroxylation, Sharpless oxyamination) during the 1970s and 1980s. With the asymmetric...
chemistry. It is an oxidant for catalyst regeneration in Sharpless dihydroxylations. Potassium ferricyanide is also one of two compounds present in ferroxyl...
Houben–Hoesch reaction, and the Fries rearrangement. Ozonolysis, and related dihydroxylation/oxidative sequences, cleave alkenes to give aldehydes or ketones, depending...
solution. The salt gained attention as a catalyst for the asymmetric dihydroxylation of olefins. The complex anion is octahedral. Like related d2 dioxo...
some reactions add OH groups to unsaturated substrates. The Sharpless dihydroxylation is such a reaction: it converts alkenes into diols. The hydroxy groups...
important oxidants in organic synthesis. For the Sharpless asymmetric dihydroxylation, which uses osmate for the conversion of a double bond into a vicinal...
Quinidine-based ligands are used in AD-mix-β for Sharpless asymmetric dihydroxylation. Quinidine sulfate is used in the treatment of atrial fibrillation...
to vicinal diols. The chemical reaction called Sharpless asymmetric dihydroxylation can be used to produce chiral diols from alkenes using an osmate reagent...
tetroxide (OsO4) is a good reagent for dihydroxylation, but it is highly toxic and expensive. In Upjohn dihydroxylation, the sacrificial catalyst N-methylmorpholine...
chemical research, the company is known for the development of the Upjohn dihydroxylation by V. VanRheenen, R. C. Kelly, and D. Y. Cha in 1976. Upjohn's best...
complexes, as illustrated by the Halcon process and the Sharpless dihydroxylation. Enzymes are homogeneous catalysts that are essential for life but...
a vicinal amino alcohol. The reaction is related to the Sharpless dihydroxylation, which converts alkenes to vicinal diols. Vicinal amino-alcohols are...
use on a number of secondary allylic alcohols. Sharpless asymmetric dihydroxylation has also seen use as a method for kinetic resolution. This method is...
kinetic resolution results. Another example is Sharpless asymmetric dihydroxylation. In the example below the achiral alkene yields only one of the possible...
biodegradation has been heavily examined. The process commences with dihydroxylation at each of two kinds of CH=CH linkages. Experiments in pigs show that...
has been shown to react similarity to osmium. Able to catalyze a cis dihydroxylation. Kowalsky RJ (2006). "Technetium Radiopharmaceutical Chemistry" (PDF)...
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