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1. Quinine as chiral discriminator for determination of enantiomeric excess of diethyl 1,2-dihydroxyalkanephosphonates

Author

Paweł Kafarski, Barbara Lejczak, and Alina Maly

Subjects
Quinine, Chemistry, Organic Chemistry, Diastereomer, Absolute configuration, Catalysis, Inorganic Chemistry, Reagent, medicine, Organic chemistry, Physical and Theoretical Chemistry, Enantiomer, Homochirality, Sharpless asymmetric dihydroxylation, Enantiomeric excess, medicine.drug
Abstract

Quinine was used as a 31 P NMR shift reagent for the determination of the enantiomeric excess of diethyl 1,2-dihydroxyethanephosphonates obtained either by chemical or biocatalytic synthesis. Sharpless asymmetric dihydroxylation of diethyl trans -vinylphosphonates enabled differentiation of threo and erythro isomers of 1,2-dihydroxyphosphonates, and provided standards for the determination of the absolute configuration of each of enantiomeric pair of threo isomers.

Published
2003
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