35408-11-8Relevant academic research and scientific papers
Photocatalytic Enantiodiscriminating Oxygenation with Cyclodextrin-linked Porphyrins and Molecular Oxygen
Weber, Lutz,Imiolczyk, Ines,Haufe, Guenter,Rehorek, Detlef,Hennig, Horst
, p. 301 - 303 (1992)
2,6-Permethylated β-cyclodextrin-linked iron and manganese porphyrins catalyse the enantioselective oxygenation of racemic mixture of (S)-α-pinene and (R)-α-pinene with molecular oxygen under irradiation with visible light.
Lithium-potassium superbases as key reagents for the base-catalysed isomerisation of some terpenoids
Deagostino,Tivola,Prandi,Venturello
, p. 2856 - 2860 (2007/10/03)
Some representative monoterpenes have been isomerised under the influence of Schlosser's lithium-potassium mixed superbases, promoting β-elimination reactions. The results are compared with those obtained with butyllithium and LDA. Different selectivities and different reaction yields are achieved as a function of the base employed. These results confirm the particular reactivity of bimetallic reagents. In this paper it is proposed that the observed selectivities might depend on the conformational features of the substrate, on the strength of the organometallic reagent, as well as on steric requirements of the elimination reaction.
Neuroprotective (+) 3S, 4S cannabinoids with modified 5'-side chain
Pop, Emil,Browne, Clinton E.,Nadler, Varda,Biegon, Anat,Brewster, Marcus E.
, p. 1553 - 1558 (2007/10/03)
The synthesis and evaluation of two novel cannabinoids belonging to the (+) 3S, 4S nonpsychotropic series are described. These derivatives bind to the NMDA receptor but have lower affinities than dexanabinol (HU-211), the series benchmark. The novel compounds protect neurons against MDA- induced toxicity in cortical cell cultures and have lower toxicity to host neurons than dexanabinol.
Photocatalytic oxygenation of hydrocarbons with (tetraarylporphyrinato)iron(III) complexes and molecular oxygen. Comparison with microsomal cytochrome P-450 mediated oxygenation reactions
Weber,Hommel,Behling,Haufe,Hennig
, p. 2400 - 2408 (2007/10/02)
Photocatalytic oxygenation of various alkenes with dioxygen and (5,10,15,20-tetraarylporphyrinato)iron(III) complexes yielded allylic oxygenation products and/or epoxides. The product composition was found to be influenced both by the nature of the used substrate and by the concentrations, as well as the axial ligands. Alkenes with strained carbon double bonds gave preferentially epoxides whereas mainly allylic oxygenation was observed for unstrained alkenes. The proposed reaction mechanisms involve the oxoiron(IV) porphyrinate (P)FeIV=O as the catalytically active species whose selectivity is related to that of the oxygenation of α-pinene with microsomal cytochromes P-450 and P-420 obtained from the yeast strain Torulopsis apicola. Oxygenation products observed with both systems give evidence for the occurrence of an oxoiron(IV) heme species in microsomal cytochrome P-450 mediated reactions. The enantio-, regio-, and chemoselectivities of the photooxygenation with iron(III) porphyrins and molecular oxygen are explained in terms of abstraction of an allylic hydrogen atom, catalyzed autoxidation and "direct" oxygen-transfer reactions.
