Two new atropisomeric 4-aminopyridine-based nucleophilic catalysts containing terphenyl ‘blocking groups’ have been prepared and evaluated for kinetic resolution (KR) of aryl alkyl sec-alcohols. One of these biaryls is shown to be the most selective atropisomeric catalyst yet prepared for several sec-alcohols but its low reactivity makes it non-optimal for use at room temperature (rt). Optimisa...

Copper (Cu) containing metal organic frameworks (MOFs) are found to be highly efficient heterogeneous catalysts for oxidation of various alcohols. A wide range of alcohols, including alcohols containing inactive hetero-aryl and long-chain alkyl units, are selectively converted into their corresponding products. The catalytic efficiency of the Cu containing MOFs, along with the co-catalyst 2,2,6...

AbstracL A selective and efficient protocol for the catalytic asymmetric cyclopropanation of allylic alcohols has been developed. The reaction involves preformation of the ethylzinc alkoxide of the alcohol and reaction with the FurukawdSimmons-Smith reagent. Zinc iodide has been shown to have a beneficial effect on the rate and enantioselectivity of the reaction. The structural variability in t...

Hydrogen bonding between 1-alcohols and acrylic esters in n-heptane has been studied by FTIR spectroscopic method. The formation constant of the 1:1 complexes has been calculated using Nash method. The values of formation constant and free energy change vary with alcohol and ester chain length, which suggests that the strengths of the intermolecular O-H...O=C bonds are shown to be dependent on ...

The scope of the triphenylsilyl perrhennate (O3ReOSiPh3, 1) catalyzed 1,3-isomerization of allylic alcohols has been thoroughly explored. It was found to be effective for a wide variety of secondary and tertiary allylic alcohol substrates bearing aryl, alkyl, and cyano substituents. Two general reaction types were found which gave high levels of product selectivity: those driven by formation of...

Chiral alcohols are ubiquitous in organic structures. One efficient method to generate chiral alcohols is the catalytic asymmetric addition of a carbon nucleophile to a carbonyl compound since this process produces a C-C bond and a chiral center simultaneously. In comparison with the carbon nucleophiles such as an organolithium or a Grignard reagent, an organozinc reagent possesses the advantag...

Reaction of 7-hydroxy-4-methyl coumarin with amido/ imido alcohols in ethanol containing concentrated hydrochloric acid afforded 8-aralkyl amido/imido-alkyl-7-hydroxy-4-methyl-coumarins (1a-f). Interaction of 1a-f with hydrazine hydrate in pyridine resulted in 1-amino-8-aralkyl amido/imido-alkyl-7-hydroxy-4-methyl-2-oxo-quinolines (2a-f). Treatment of 2 with formaldehyde in ethanol resulted in ...

1,4-Diazabicyclo[2.2.2]octane (DABCO) has been evaluated as a starting material for the synthesis of 1-alkyl-4-(2-phenoxyethyl)piperazines and related derivatives. We found that 1-alkyl-1,4-diazabicyclo[2.2.2]octan-1-ium salts, resulting from the alkylation of DABCO, efficiently react with a variety of nucleophiles in polyethyleneglycol (PEG) or diglyme at high temperatures to give piperazine p...