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  2. Sharpless asymmetric dihydroxylation - Wikipedia

    en.wikipedia.org/wiki/Sharpless_asymmetric...

    K. Barry Sharpless was the first to develop a general, reliable enantioselective alkene dihydroxylation, referred to as the Sharpless asymmetric dihydroxylation (SAD). Low levels of OsO 4 are combined with a stoichiometric ferricyanide oxidant in the presence of chiral nitrogenous ligands to create an asymmetric environment around the oxidant.

  3. Rubottom oxidation - Wikipedia

    en.wikipedia.org/wiki/Rubottom_oxidation

    In 1992, K.B. Sharpless showed that the asymmetric dihydroxylation conditions developed in his group could be harnessed to give either (R)- or (S)- α-hydroxy ketones from the corresponding silyl enol ethers depending on which Chinchona alkaloid-derived chiral ligands were employed. [22]

  4. Dihydroxylation - Wikipedia

    en.wikipedia.org/wiki/Dihydroxylation

    The Sharpless asymmetric dihydroxylation [7] was developed by K. Barry Sharpless to use catalytic amounts of OsO 4 along with the stoichiometric oxidant K 3 [Fe(CN) 6]. [1] [2] [8] The reaction is performed in the presence of a chiral auxiliary. The selection of dihydroquinidine (DHQD) or dihydroquinine (DHQ) as a chiral auxiliary dictates the ...

  5. Sharpless oxyamination - Wikipedia

    en.wikipedia.org/wiki/Sharpless_oxyamination

    The Sharpless oxyamination (often known as Sharpless aminohydroxylation) is the chemical reaction that converts an alkene to a vicinal amino alcohol. The reaction is related to the Sharpless dihydroxylation , which converts alkenes to vicinal diols. [ 1 ]

  6. Enantioselective synthesis - Wikipedia

    en.wikipedia.org/wiki/Enantioselective_synthesis

    Enantioselective synthesis, also called asymmetric synthesis, [1] is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric ( enantiomeric or diastereomeric ) products in unequal ...

  7. N-Methylmorpholine N-oxide - Wikipedia

    en.wikipedia.org/wiki/N-Methylmorpholine_N-oxide

    N-Methylmorpholine N-oxide (more correctly 4-methylmorpholine 4-oxide), NMO or NMMO is an organic compound.This heterocyclic amine oxide and morpholine derivative is used in organic chemistry as a co-oxidant and sacrificial catalyst in oxidation reactions for instance in osmium tetroxide oxidations and the Sharpless asymmetric dihydroxylation or oxidations with TPAP. [1]