𝔖 Bobbio Scriptorium
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Application of site-selective ion–molecule reactions to the analysis of the cinchona alkaloids

✍ Scribed by Erika S. Eichmann; Jennifer S. Brodbelt

Book ID
102965945
Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
693 KB
Volume
28
Category
Article
ISSN
1076-5174

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✦ Synopsis

Functional group interactions within biologically relevant molecules are among the most influential yet least understood factors in determining their reactive behaviors. Reactions of dimethyl ether ions, which have previously been shown to be site-selective, with four cinchona alkaloids, cinchonine, cinchonidine, quinine and quinidine, have been examined. These reactions are each shown to produce qualitatively similar spectra for the stereoisomeric pairs cinchonidinecinchonine and quinidine-quinine, but small variations in the relative abundances of the products indicate that some stereoselectivity can be observed. The site selectivity of each of the reagents was investigated by observing the reactions occurring with model subunits of the alkaloids.

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