The synthesis of some novel alkyl/aryl substituted tertiary alcohols was accomplished in two steps. The synthetic route involves preparation of Grignard reagents by treating alkyl/aryl bromides with magnesium turnings in dry ether. Then substituted chalcones were reacted with the Grignard reagents to afford alkyl/aryl substituted tertiary alcohols 1-10. The structures of the synthesized compoun...

A recently developed procedure for alkylatiori of organic acids has proven extremely successful for preparation of volatile alkyl derivatives of the barbiturates for gas-chromatographic analysis. Soluble salts are formed in a mixture of N,N-dimethylacetamide and methanol. These in turn react rapidly with alkyl iodides to form the corresponding alkyl derivatives. The butyl derivatives of barbitu...

Labeled long chain acyl-CoA, aldehyde, and alcohol (16:0) were incubated in the peritoneal cavity of mice bearing Ehrlich ascites cells and the distribution of radioactivity in the acyl, alkyl, and alk-1-enyl moieties of various neutral lipid and phospholipid classes was compared. The results suggested the following metabolic relations. 1. Alkyl glyceryl ethers are precursors of alk-l-enyl glyc...

Labeled long chain acyl-CoA, aldehyde, and alcohol (16:0) were incubated in the peritoneal cavity of mice bearing Ehrlich ascites cells and the distribution of radioactivity in the acyl, alkyl, and alk-1-enyl moieties of various neutral lipid and phospholipid classes was compared. The results suggested the following metabolic relations. 1. Alkyl glyceryl ethers are precursors of alk-l-enyl glyc...

Herein we report a Pd-catalyzed alkylation of lactic acid with the assistance of 8-aminoquinoline auxiliary. A wide range of alkyl iodides bearing β-hydrogen atoms are compatible with the reaction conditions, providing a practical and straightforward alternative to access chiral α-hydroxy acids (AHAs). The new reactions have been applied for the synthesis of isotope-labeled AHAs and a sugar-con...

3-Phenyl(methyl)-5-alkyl-1-(pyridin-3-yl)imidazo[1,5-a]quinoxalin-4-ones (2a-f) and their N-alkyl-pyridinium salts (3a-o), including 1,n-bis{3-(3-phenylimidazo[1,5-a]quinoxalin-4(5H)-on-1-yl)pyridinium}alkane dibromides (4a-d, 5, 6) have been synthesized. It has been established that the antimicrobial properties of imidazo[1,5-a]quinoxaline derivatives are connected with the presence of various...

Detailed herein is the photochemical organocatalytic enantioselective α-alkylation of aldehydes with (phenylsulfonyl)alkyl iodides. The chemistry relies on the direct photoexcitation of enamines to trigger the formation of reactive carbon-centered radicals from iodosulfones, while the ground-state chiral enamines provide effective stereochemical control over the radical trapping process. The ph...

An efficient enantioselective synthesis of lactones was developed based on the catalytic asymmetric conjugate addition (ACA) of alkyl Grignard reagents to pyranones. The use of 2H-pyran-2-one for the first time in the ACA with Grignard reagents allows for a variety of further transformations to access highly versatile building blocks such as β-alkyl substituted aldehydes or β-bromo-γ-alkyl subs...

An efficient one-pot synthesis of optically active β-alkyl-substituted alcohols through a tandem coppercatalyzed asymmetric allylic alkylation (AAA) with organolithium reagents and reductive ozonolysis is presented. Furthermore, hydroboration−oxidation following the Cucatalyzed AAA leads to the corresponding homochiral γalkyl-substituted alcohols.