A New Acidity Function,T0, in Acid-catalyzed Reactions

New Frontiers in Gold Catalyzed Reactions

Pipecolic acid-catalyzed direct asymmetric mannich reactions.

Mannich reactions between aldehydes and N-p-methoxyphenyl-protected alpha-imino ethyl glyoxylate have been performed using (S)-pipecolic acid as catalyst. The reactions give both syn- and anti-products (dr=1.4-2:1) with high enantioselectivities (>98% ee). In contrast, (S)-proline-catalyzed reactions give mainly syn-products with high enantioselectivities. Computational studies reveal that the ...

Development of fluorous Lewis acid-catalyzed reactions.

Organic synthetic methodology in the 21st century aims to conform to the principles of green sustainable chemistry (GSC) and we may expect that in the future, the realization of GSC will be an important objective for chemical industries. An important aim of synthetic organic chemistry is to implement waste-free and environmentally-benign industrial processes using Lewis acids as versatile as al...

Solvent effects in acid-catalyzed biomass conversion reactions.

Reaction kinetics were studied to quantify the effects of polar aprotic organic solvents on the acid-catalyzed conversion of xylose into furfural. A solvent of particular importance is γ-valerolactone (GVL), which leads to significant increases in reaction rates compared to water in addition to increased product selectivity. GVL has similar effects on the kinetics for the dehydration of 1,2-pro...

Rate-determining processes in acid-catalyzed decarboxylation reactions

The acid-catalyzed decarboxylation reactions of indoleand pyrrole-carboxylic acids require the addition of one equivalent of water to the carboxyl group and a proton to the heterocyclic ring carbon at the position α to the carboxyl. Where α-protonation is thermodynamically favoured over β-protonation, the magnitude of the observed 12C/13C kinetic isotope effect (CKIE) is greater than where the ...