RESUMO
With N-Boc-protected 4-(allylaminomethyl)-2(5H)furanones as starting materials, a photochemical approach is presented to give 3,9-diazatricyclo[5.3.0.0(1,5)]decanes as conformationally restricted bis-pyrrolidines. The products are orthogonally protected at the two nitrogen atoms and exhibit, depending on the substitution pattern at positions C5, C6, and C7, latent C2 symmetry. When the furanones had a phenyl group at the 3-position (X(3)), alternative photochemical pathways were observed.
Assuntos
4-Butirolactona/química , Compostos Policíclicos/química , Compostos Policíclicos/síntese química , Reação de Cicloadição , Estrutura Molecular , Fotoquímica , Pirrolidinas/química , EstereoisomerismoRESUMO
Intramolecular [2+2] photocycloaddition reactions of diversely substituted N-Boc protected 4-(allylaminomethyl)-2(5H)-furanones resulted in rigid products (53-75%) with three spatially defined positions for further functionalisation.
Assuntos
Pirrolidinas/química , Aminas/química , Compostos Azabicíclicos/química , Reação de Cicloadição , Furanos/química , Heptanos/química , Processos Fotoquímicos , EstereoisomerismoRESUMO
Banana pulps at any ripening stage can be completely dissolved in solvent systems based on the ionic liquid (IL) 1-n-butyl-3-methylimidazolium chloride ([C4mim]Cl), and variations in the carbohydrate composition of the fruit analyzed directly on the resulting solutions using high-resolution 13C NMR spectroscopy.