13C NMR as a general tool for the assignment of absolute configuration

Iria Louzao; José Manuel Seco; Emilio Quiñoá; Ricardo Riguera

doi:10.1039/C0CC02774J

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¹³C NMR as a general tool for the assignment of absolute configuration†

Iria Louzao,^a José Manuel Seco,^a Emilio Quiñoá^a and Ricardo Riguera*^a

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* Corresponding authors

^a Department of Organic Chemistry and Center for Research in Biological Chemistry and Molecular Materials, University of Santiago de Compostela, E-15782 Santiago de Compostela, Spain
E-mail: ricardo.riguera@usc.es
Fax: +34 981591091
Tel: +34 981591091

Abstract

¹³C NMR, alone or in combination with ¹H NMR, allows the assignment of the absolute configuration of chiral alcohols, amines, carboxylic acids, thiols, cyanohydrins, sec,sec-diols and sec,sec-aminoalcohols, derivatized with appropriate chiral auxiliaries. This extends the assignment possibilities of NMR to fully deuterated and to nonproton containing compounds.

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Supplementary files

Experimental section, characterization of new compounds, computational methods, ¹³C Δδ^RS data of remaining chiral compounds. PDF (7691K)

Article information

DOI: https://doi.org/10.1039/C0CC02774J
Article type: Communication
Submitted: 23 Jul 2010
Accepted: 14 Sep 2010
First published: 01 Oct 2010

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Chem. Commun., 2010,46, 7903-7905

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¹³C NMR as a general tool for the assignment of absolute configuration

I. Louzao, J. M. Seco, E. Quiñoá and R. Riguera, Chem. Commun., 2010, 46, 7903 DOI: 10.1039/C0CC02774J

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