Determination of enantiomeric purity of chiral lactones. A general method using nuclear magnetic resonance

IJ Jakovac, JB Jones

Index: Jakovac,I.J.; Jones,J.B. Journal of Organic Chemistry, 1979 , vol. 44, # 13 p. 2165 - 2168

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Citation Number: 56

Abstract

A general method is described for determining enantiomeric purities of chiral lactones, regardless of their ring size. The approach involves treatment of a lactone with methyllithium, followed by NMR examination of the diol produced in the presence of a chiral shift reagent such as Eu (tfc) 3. The method is broadly applicable to a wide range of variously substituted 7-, 6-, and elactones. Its accuracy for enantiomeric excess determinations is f3, 6. This has ...