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1 3C-1 3C Spin-Spin Coupling Constants in Structural Studies: XXXV. Stereochemical Study of the Furanose Ring

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Abstract

Theoretical conformational analysis and calculation of 1 3C-1 3C spin-spin coupling constants of aldofuranoses of the D-series were performed in terms of the self-consistent finite perturbation theory in the INDO approximation. All the examined furanoses were found to prefer an envelope conformation. The main factor responsible for the stereospecificity of the 1 J1,2 coupling constant is mutual orientation of the hydroxy groups on C1 and C2: s-trans isomers are characterized by greater 1 J1,2 values (by 2-4 Hz) than the corresponding s-cis isomers.

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  1. Angarsk State Technical Academy, ul. Chaikovskogo 60, Angarsk, 665835, Russia

    V. A. Danilova & L. B. Krivdin 29

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  1. V. A. Danilova
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Danilova, V.A., Krivdin 29, L.B. 1 3C-1 3C Spin-Spin Coupling Constants in Structural Studies: XXXV. Stereochemical Study of the Furanose Ring. Russian Journal of Organic Chemistry 39, 1764–1771 (2003). https://doi.org/10.1023/B:RUJO.0000019741.03842.d4

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