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The Assignment of the Absolute Configuration by NMR using Chiral Derivatizing AgentsA Practical Guide$
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Josi M. Seco, Emilio Quiqoa, and Ricardo Riguera

Print publication date: 2015

Print ISBN-13: 9780199996803

Published to Oxford Scholarship Online: November 2020

DOI: 10.1093/oso/9780199996803.001.0001

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(p.197) 6 Exercises
The Assignment of the Absolute Configuration by NMR using Chiral Derivatizing Agents

Josi M. Seco

Emilio Quiqoa

Ricardo Riguera

Oxford University Press

This chapter contains fifty exercises in the use of the methods described in the previous pages to the assignment of the absolute configuration of different substrates. They are organized according to the functional group of the substrate and follow the same order as in the previous chapters: alcohols; cyanohydrins; thiols; amines; carboxylic acids; 1,n-diols; 1,2-amino alcohols; and 1,2,3-triols. For each class of functional groups, there are exercises related to all the procedures available for assignment, such as double and single derivatization, and with different CDAs, when this is relevant. The derivatives and their spectra are actual data obtained in our laboratory; they are not simulated. Therefore, in a few cases, the spectra is not of high quality due to a small sample size or impurities that affect the result. In the spectra provided in the exercises below, in most cases, we have labeled the signals relevant for assignment; however, when the structure of the substrate and the spectra are simple, no signal identification is provided. At the end of this chapter, we provide a list of references to the literature in which the solutions can be found.

Keywords:   carboxylic acids, exercises, primary alcohols

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