NAD(P)+-NAD(P)H models. 88. Stereoselection without steric effect but controlled by electronic effect of a carbonyl group: Syn/anti reactivity ratio, kinetic isotope effect, and an electron-transfer complex as a reaction intermediate

Journal of the American Chemical Society

Volumn 120, Issue 6, 1998, Pages 1186-1192

  Ohno, Atsuyoshi ^a   Ishikawa, Yoshiteru ^a   Yamazaki, Norimasa ^a   Okamura, Mutsuo ^b   Kawai, Yasushi ^b  

^a KYOTO UNIVERSITY   (Japan)

^b NIIGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ARTICLE; CHIRALITY; ELECTROCHEMISTRY; ELECTRON TRANSPORT; KINETICS; OXIDATION; OXIDATION REDUCTION REACTION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032542585     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja972804t     Document Type: Article

References (8)

1. Ohno, A.; Tsutsumi, A.; Kawai, Y.; Yamazaki, N.; Mikata, Y.; Okamura, M. J. Am. Chem. Soc. 1994, 116, 8133-8137.
2. Ohno, A.; Yamazaki, N.; Tsutsumi, A.; Mikata, Y.; Okamura, M. Heteroat. Chem. 1995, 6, 51-56.
3. Mikata, Y.; Mizukami, K.; Ikehara, K.; Ohno, A. Tetrahedron Lett. 1995, 36, 6491-6494.
4. Ohno, A.; Yamazaki, N.; Okamura, M.; Kawai, Y.; Tsutsumi, A.; Mikata, Y.; Fujii, M. Bull. Chem. Soc. Jpn. 1996, 69, 1093-1098.
5. Ohno, A.; Tsutsumi, A.; Yamazaki, N.; Okamura, M.; Mikata, Y.; Fujii, M. Bull. Chem. Soc. Jpn. 1996, 69, 1679-1685.
6. Bédat, J.; Levacher, V.; Dupas, G.; Quéguiner, G.; Bourguignon, J. Chem. Lett. 1996, 359-360.
7. Okamura, M.; Kashiwaai, T.; Mikata, Y.; Maruyama, T.; Ohno, A. Tetrahedron Lett. 1991, 32, 1475-1478.
8. Compare, for theoretical background: Donkersloot, M. C. A.; Buck, H. M. J. Am. Chem. Soc. 1981, 103, 6554-6558.