Stereochemical Elucidation of Aldoses from the 1H NMR Spectrum of Its Peracetylated Aldononitrile Derivatives with the Aid of MM2/3JHH Calculations

Dolores Velasco; Josep Castells; Francisco López-Calahorra; Carlos Jaime

doi:10.1021/jo00298a027

Stereochemical Elucidation of Aldoses from the 1H NMR Spectrum of Its Peracetylated Aldononitrile Derivatives with the Aid of MM2/3JHH Calculations

Dolores Velasco, Josep Castells, Francisco López-Calahorra, Carlos Jaime

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

10 Citations (Scopus)

Abstract

The root mean square criterion is applied to compare the calculated and experimental H,H vicinal coupling constants of the peracetylated aldononitriles (PAAN) derived from threose, all the pentoses, all of the hexoses, and one heptose. The correlation is satisfactory in all the studied cases. This result supports the possibility of a complete stereochemical elucidation of an aldose from the NMR spectrum of its PAAN derivative. © 1990, American Chemical Society. All rights reserved.

Original language	English
Pages (from-to)	3526-3530
Journal	Journal of Organic Chemistry
Volume	55
Issue number	11
DOIs	https://doi.org/10.1021/jo00298a027
Publication status	Published - 1 Jan 1990

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Velasco, D., Castells, J., López-Calahorra, F., & Jaime, C. (1990). Stereochemical Elucidation of Aldoses from the 1H NMR Spectrum of Its Peracetylated Aldononitrile Derivatives with the Aid of MM2/3JHH Calculations. Journal of Organic Chemistry, 55(11), 3526-3530. https://doi.org/10.1021/jo00298a027

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abstract = "The root mean square criterion is applied to compare the calculated and experimental H,H vicinal coupling constants of the peracetylated aldononitriles (PAAN) derived from threose, all the pentoses, all of the hexoses, and one heptose. The correlation is satisfactory in all the studied cases. This result supports the possibility of a complete stereochemical elucidation of an aldose from the NMR spectrum of its PAAN derivative. {\textcopyright} 1990, American Chemical Society. All rights reserved.",

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Stereochemical Elucidation of Aldoses from the 1H NMR Spectrum of Its Peracetylated Aldononitrile Derivatives with the Aid of MM2/3JHH Calculations. / Velasco, Dolores; Castells, Josep; López-Calahorra, Francisco; Jaime, Carlos.

In: Journal of Organic Chemistry, Vol. 55, No. 11, 01.01.1990, p. 3526-3530.

Research output: Contribution to journal › Article › Research › peer-review

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