Stereoselective vinylogous Mannich reaction of 2-trimethylsilyloxyfuran with L-gulose-derived chiral nitrones in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate was investigated. The selectivity was strongly influenced by the bulkiness of the C-substituent of the nitrone: for example, C-benzyloxymethyl nitrone afforded four stereoisomers, whereas bulky C-[(4S)-2,2...

reaction of sodium salt of allyl alcohol with 2-chloro-5-phenyl- l,3,4-thiadiazole gave 2-allyloxy-5-phenyl-1,3,4-thiadiazole 2. compounds 4a and 4b could be obtained through the reaction of nitrone 3 with 2. reaction of compound 2 with nitrone 5 afforded the final compound 6. antifungal activity of all compounds was less than ketoconazole

New benzimidazole derivatives (benzimidazole-nitrone) were synthesized from the condensation of o-phenylene diamine with p-amino benzaldehyde in presence (P-TSOH\EtOH) then compounds that containing an imine group oxidized to obtain a nitrone by used peracetic acid and identified FT-IR, H1-NMR spectra, elemental analysis. all applied candida aspergillus fungi gave different result. The have Ph,...

A flexible diastereoselective approach to trans-(3S)-hydroxyprolinol derivatives is described, which is based on the samarium diiodide-mediated reductive coupling of the chiral 1-pyrroline N-oxide (nitrone)(S)-10 with carbonyl compounds. The reductive hydroxyalkylation of nitrone 10 with ketones and aromatic aldehydes is highly diastereoselective in establishing the C-2 chiral center of the pyr...

The regioselective intramolecular 1,3-dipolar cycloaddition of the phenylsulfonylallene-nitrone derivatives has been developed. This reaction showed that the distal double bond of the allene exclusively reacted with the nitrone group to produce the bicyclic isoxazolidine derivatives regardless of the substitution pattern on the allenyl moiety.

Reaction of sodium salt of allyl alcohol with 2-chloro-5-phenyl- l,3,4-thiadiazole gave 2-allyloxy-5-phenyl-1,3,4-thiadiazole 2. Compounds 4a and 4b could be obtained through the reaction of nitrone 3 with 2. Reaction of compound 2 with nitrone 5 afforded the final compound 6. Antifungal activity of all compounds was less than ketoconazole

C-Phenyl N-tert-Butyl [15N]nitrone, Nitrone, Spin Trap, EPR Spin Trapping, Aminoxyl (Nitroxide) As compared to normal PBN, about fifty percent increase of electron paramagnetic reso­ nance (EPR) spin trapping sensitivity has been gained by using a new 100% 1:>N-enriched spin trap, C-phenyl /V-rm-butyl[15N]nitrone (PBN-15N). PBN-15N has been prepared by a convenient four-step route using ammoniu...

Stroke is a major clinical problem, and acute pharmacological intervention with neuroprotective agents has so far been unsuccessful. Recently, there has been considerable interest in the potential therapeutic benefit of nitrone-derived free radical trapping agents as neuroprotective agents. Nitrone compounds have been shown to be beneficial in animal models of various diseases, and the prototyp...

L-DMDP and L-homoDMDP, the enantiomers of naturally occurring DMDP and homoDMDP have been synthesized from D-xylose derived cyclic nitrone 9. Their 3-deoxy-3-fluorinated analogues were also obtained from polyhydroxylated fluorinated cyclic nitrone 10, which was prepared from fluorinated sugar 12 in seven steps. Bioactivities of these iminosugars against various glycosidases were evaluated. Whil...

An efficient and flexible synthetic approach to the core structures of pinnaic acid and halichlorine is described using spirocyclic nitrone 4 as a key intermediate. 1,3-Dipolar cycloaddition of 4 with dipolarophile 8 provides access to the azaspirocyclic core of pinnaic acid 5 while the spiroquinolizidine core of halichlorine 6 has been synthesised via cycloaddition of 4 with dipolarophile 29. ...