Search results
Results from the WOW.Com Content Network
The pinacol reaction is extremely well-studied and tolerates many different reductants, including electrochemical syntheses.Variants are known for homo- and cross-coupling, intra- and inter-molecular reactions with appropriate diastereo- or enantioselectivity; [2] as of 2006, the only unsettled frontier was enantioselective cross-coupling of aliphatic aldehydes. [3]
The pinacol–pinacolone rearrangement is a method for converting a 1,2-diol to a carbonyl compound in organic chemistry. The 1,2-rearrangement takes place under acidic conditions. The name of the rearrangement reaction comes from the rearrangement of pinacol to pinacolone. [1]
A common migration introduction of carbon is a pinacol rearrangement. [1] While this reaction refers specifically to a vicinal dihydroxide rearrangement, there are other pinacol type rearrangements that proceed through the same general mechanism such as the Tiffeneau–Demjanov rearrangement.
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction .
Examples of boronic esters Boronic ester Diol Structural formula Molar mass CAS number Boiling point (°C) Allylboronic acid pinacol ester: pinacol: 168.04: 72824-04-5: 50–53 (5 mmHg) Phenyl boronic acid trimethylene glycol ester: trimethylene glycol: 161.99: 4406-77-3: 106 (2 mm Hg) Diisopropoxymethylborane: isopropanol: 144.02 86595-27-9: ...
Spiro compounds are often prepared by diverse rearrangement reactions. For example, the pinacol-pinacolone rearrangement is illustrated below. [3]: 985 is employed in the preparation of aspiro[4.5]decane. [12]]. The synthesis of a spiro-keto compound form a symmetrical diol
It has the formula [(CH 3) 4 C 2 O 2 B] 2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B 2 pin 2. It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis.
The McMurry reaction of benzophenone. The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent. The reaction is named after its co-discoverer, John E. McMurry.