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The combination of oxymercuration followed immediately by demercuration is called an oxymercuration–reduction reaction. [7] Therefore, the oxymercuration-reduction reaction is the net addition of water across the double bond. Any stereochemistry set up by the oxymercuration step is scrambled by the demercuration step, so that the hydrogen and ...
Alkyne oxymercuration-demercuration: In this reaction, HgSO 4 reacts with an alkyne in a Markovnikov regioselective manner to form an enol that is tautomerized into a ketone. This process utilizes anti addition of an OH group to the more substituted carbon, making this reaction a Markovnikov reaction. Alkyne hydroboration-oxidation
The reaction shown below involves an alkyne oxymercuration reaction to generate the requisite ketone. [10] Early investigation into the Nazarov cyclization. Research involving the reaction was relatively quiet in subsequent years, until in the mid-1980s when several syntheses employing the Nazarov cyclization were published.
The general structure of a silyl enol ether. In organosilicon chemistry, silyl enol ethers are a class of organic compounds that share the common functional group R 3 Si−O−CR=CR 2, composed of an enolate (R 3 C−O−R) bonded to a silane (SiR 4) through its oxygen end and an ethene group (R 2 C=CR 2) as its carbon end.
The following examples represent only a small portion of syntheses that highlight the use of the Rubottom oxidation to install an important α-hydroxy functionality. Some of the major features of the following syntheses include the use of buffered conditions to protect sensitive substrates and the diastereoselective installation of the α ...
One example of a monoalkylborane is thexylborane (ThxBH 2), produced by the hydroboration of tetramethylethylene: [14] B 2 H 6 + 2 Me 2 C=CMe 2 → [Me 2 CHCMe 2 BH 2] 2. A chiral example is monoisopinocampheylborane. Although often written as IpcBH 2, it is a dimer [IpcBH 2] 2. It is obtained by hydroboration of (−)‐α‐pinene with borane ...
Researchers compared how three antioxidants affected gray hair outcomes in mice: hesperetin, diosmetin, and luteolin, and found that one helped mitigate hair graying.
In general oxymercuration reactions of alkenes and alkynes using mercuric compounds proceed via organomercury intermediates. A related reaction forming phenols is the Wolffenstein–Böters reaction .