104465-71-6Relevant academic research and scientific papers
NAD(P)(+)-NAD(P)H MODELS. 66. STEREOSPECIFIC INTERCONVERSION BETWEEN DIFFERENT CHIRALITIES IN THE REDUCTION OF A QUINOLINIUM SALT
Ohno, Atsuyoshi,Ogawa, Masahiko,Oka, Shinzaburo
, p. 1951 - 1954 (2007/10/02)
An axial chirality is converted into a central chirality with a high stereospecifity in the reduction of a chiral quinolinium ion into the corresponding 1,4-dihydroquinoline derivative.Mechanism of the reduction is discussed.
NAD(P)+-NAD(P)H MODELS. 57. STEROCHEMISTRY IN (NET) HYDRIDE TRANSFER FROM AND TO NAD(P)+-NAD(P)H MODELS: CHIRALITY SINK
Ohno, Atsuyoshi,Kashiwagi, Masanori,Ishihara, Yuji,Ushida, Satoshi,Oka, Shinzaburo
, p. 961 - 974 (2007/10/02)
NAD(P)H/NAD(P)+ and related compounds have intrinsic chirality against the axis along the C3-Ccarbonyl single bond.A model compound which has a stable conformation with respect to this chirality was synthesized and the conformational relationship between the carbonyl dipole and the reacting hydrogen was studied.It has been concluded that there is a relationship between conformations of these groups both in reduction and in oxidation provided the substrate is a neutral species.The result is discussed in relation with the hypothesis proposed previously on the basis of quantum chemical calculations.
