Mono- and diglycosylated aromatics and heteroaromatics may serve as building blocks for the construction of metabolically stable mimetics of oligosaccharides. Methods for their preparation from monosaccharidic precursors by direct C-glycosylation, dipolar cycloaddition or Larock cyclization are described.

A direct and facile synthesis of highly functional 5-aza-spiro[2,4]heptanes, a valuable structural motif for drug discovery, is developed via catalytic asymmetric 1,3-dipolar cycloaddition of cyclopropylidene acetate and azomethine ylides for the first time.

Fluorinated highly functionalized cispentacin derivatives were synthetised starting from an unsaturated bicyclic β-lactam through C=C bond functionalization via the dipolar cycloaddition of a nitrile oxide, isoxazoline opening, and fluorination by OH/F exchange.

A Th-symmetrical C60 hexakis-adduct bearing 12 peripheral azide groups has been prepared and used to produce functionalized derivatives by the copper mediated Huisgen 1,3-dipolar cycloaddition of azides and alkynes.

Generation of azomethine imine and its scope in regioselective 1,3-dipolar cycloaddition (DC) of imine with PhIO toward highly substituted Delta(2)-1,2,4-triazoline, 1,2,4-triazole, and their fused, chiral, and sugar-based analogues are demonstrated.

Fullerene hexakis-adducts bearing 12 peripheral carbohydrate moieties have been prepared by grafting sugar derivatives onto the fullerene core through the copper mediated Huisgen 1,3-dipolar cycloaddition of azides and alkynes.

1,3-Dipolar cycloaddition of azomethine ylides derived from acenaphthylene-1,2-dione and 5methyl-benzo[b]-thiophene-2,3-dione with L-proline, thiazolidine-4-carboxylic acid and 1,2,3,4tetrahydroisoquinoline-3-carboxylic acid with various electron deficient dipolarophiles leads to the formation of novel spiroheterocycles having two or more chiral centers. Semiempirical studies have been performe...

This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from α-amino acid esters. Reactions were initiated by heating. The products consisted of four fused rings with three stereogenic centers. Their structur...

An efficient synthesis of N3,4-diphenyl-5-(4-fluorophenyl)-2-isopropyl-1H-3-pyrrolecarboxamide, a key intermediate for the synthesis of an effective HMG-CoA reductase inhibitor atorvastatin, is described. The synthesis is based on the 1,3-dipolar cycloaddition reaction of mesoionic munchnone (1,3-oxazolium-5-olate) with N1,3-diphenyl-2-propynamide leading to N-benzyl pyrrole, and N-debenzylatio...

It is known that ammonium azides are both effective and convenient azidation agents, which are widely used in the syntheses of tetrazoles in media of aprotic dipolar solvents. However, until the present time, information about using these reagents for the synthesis of the 1,2,3-triazoles has been absent. In this case, alkali metal azides as well as trimethylsilyzide are the best known azidation...