159454-76-9Relevant academic research and scientific papers
Antarafacial hydride transfer in a new chiral NADH model with C2symmetry
Skog, Klas,Wennerstroem, Olof
, p. 1751 - 1754 (1992)
A C2-symmetric macrocyclic NAD+/NADH-model, 1, in which hydride transfer occurs in an antarafacial way, has been prepared. On reduction of methyl benzoylformate with 1, methyl mandelate is formed in 95% ee.
Stereoselective reductions with macrocyclic NADH models
Gran, Ulrik,Wennerstroem, Olof,Westman, Gunnar
, p. 3027 - 3040 (2007/10/03)
Macrocyclic NADH models with two (C2 symmetry) or four (D2 symmetry) nicotinamide units comprised in a ring have been prepared and found to reduce activated carbonyl compounds in good yields and high enantiomeric excess. The roles of magnesium ions as a cocatalyst and the temperature have also been investigated. The smaller, C2-symmetric macrocycle gave 96% ee upon reduction of ethyl benzoylformate whereas the best result with the larger D2-symmetric model was 81% ee for the reduction of methyl benzoylformate. (C) 2000 Elsevier Science Ltd.
Zinc meso-Tetraphenylporphyrin as Shift Reagent for NADH-Models
Skog, Klas,Wennerstroem, Olof
, p. 8227 - 8236 (2007/10/02)
By the use of zinc meso-tetraphenylporphyrin as a shift reagent the conformations of two new NADH-models have been determined.Induced 1H-NMR shifts up to five ppm have been observed.The conformations determined in this study are consistent with theoretical calculations and NOE-measurements.It has been proven that zinc, which is a so-catalyst in the reduction of activated carbonyl compounds with NADH-models, coordinates to the oxygen of the amide groups in two of our model compounds.
