Reductive Coupling Of Carbonyl Compounds Research Articles

Reductive coupling of carbonyl compounds with zinc and trimethylchlorosilane to produce O-silylated pinacols. Effect of ultrasonic waves

Trimethylchlorosilane reacts with carbonyl compounds in the presence of zinc to give O-silylated pinacols, vicinal bis(trimethylsiloxy)alkanes, in good yields via reductive dimerization. This is a very mild route to bis(siloxy)alkanes, which are easily converted to pinacols or pinacolones in excellent yields. Electron-donating groups accelerate coupling while electron-withdrawing groups have an inhibiting effect. Cross-coupling reactions yield a mixture of bis(siloxy)alkanes

ChemInform Abstract: Magnesium‐ and Titanium‐Induced Reductive Coupling of Carbonyl Compounds: Efficient Syntheses of Pinacols and Alkenes.

AbstractFinely dispersed magnesium on graphite is found to be a totally selective single‐electron transfer reagent of general utility for the reduction of various kinds of carbonyl and dicarbonyl compounds such as (II) or (V) to give the pinacols (I) or (IV).

ChemInform Abstract: General Ether Synthesis Under Mild Acid‐Free Conditions. Trimethylsilyl Iodide Catalyzed Reductive Coupling of Carbonyl Compounds with Trialkylsilanes to Symmetrical Ethers and Reductive Condensation with Alkoxysilanes to Unsymmetrical Ethers.

AbstractReductive coupling of the aldehydes or ketones (I) in the presence of trimethylsilyl triflate and triethylsilane yields the symmetrical ethers (II).

Magnesium- and titanium-induced reductive coupling of carbonyl compounds: efficient syntheses of pinacols and alkenes

Finely dispersed magnesium on graphite was found to be a totally selective single-electron transfer reagent of general utility for the reduction of various kinds of carbonyl and dicarbonyl compounds to pinacols, a reaction quite compatible with a number of functional groups. Similarly, titanium on graphite proved to be a universally applicable reducing agent for the efficient conversion of pinacols, carbonyl and dicarbonyl compounds into alkenes and cycloalkenes respectively and for the cyclization of oxo alkanoates to enol ethers, facilitating and unifying the highly useful McMurry reaction. The practicability of the presently known carbonyl coupling methods is discussed in the light of these results.

General ether synthesis under mild acid-free conditions. Trimethylsilyl iodide catalyzed reductive coupling of carbonyl compounds with trialkylsilanes to symmetrical ethers and reductive condensation with alkoxysilanes to unsymmetrical ethers

General ether synthesis under mild acid-free conditions. Trimethylsilyl iodide catalyzed reductive coupling of carbonyl compounds with trialkylsilanes to symmetrical ethers and reductive condensation with alkoxysilanes to unsymmetrical ethers

ChemInform Abstract: A Simple and Efficient New Synthesis of Vicinal Diols by Reductive Coupling of Carbonyl Compounds.

AbstractMg‐graphite (III), obtained from (II) and MgCl2, reduces the aldehydes and ketones (I) to yield the vicinal diols (IV).

A simple and efficient new synthesis of vicinal diols by reductive coupling of carbonyl compounds

A simple and efficient new synthesis of vicinal diols by reductive coupling of carbonyl compounds

Applications of potassium-graphite and metals dispersed on graphite in organic synthesis

Abstract

Reductive coupling of carbonyl compounds to pinacols by using low-valent cerium

Aldehydes and ketones, on treatment with a low-valent cerium reagent, undergo reductive dimerization to produce the corresponding pinacols in high yield.

ChemInform Abstract: SYNTHESIS OF (2)PARACYCLO(2)PARACYCLO(2)(1,1′)FERROCENOPHANE DERIVATIVES

AbstractDas Diiodferrocen (I) reagiert mit dem Vinylbenzaldehyd (II) zu den Aldehyden (III) und (IV).

SYNTHESIS OF [2]PARACYCLO[2]PARACYCLO[2](1,1′)FERROCENOPHANE DERIVATIVES

Abstract [2]Paracyclo[2]paracyclo[2](1,1′)ferrocenophane derivatives having olefinic or acetylenic bonds and aromatic rings were synthesized by intramolecularly titanium-induced reductive coupling of carbonyl compounds. The transannular π-electronic interactions between two olefinic or acetylenic bonds and two benzene rings were examined on the basis of electronic spectra.

Reductive coupling of carbonyl compounds to olefins by tungsten hexachloride-lithium aluminum hydride and some tungsten and molybdenum carbonyls

Reductive coupling of carbonyl compounds to olefins by tungsten hexachloride-lithium aluminum hydride and some tungsten and molybdenum carbonyls