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The use of chiral solvents to distinguish meso from d or 1 diastereoisomers

✍ Scribed by R. J. Abraham; T. M. Siverns

Book ID
102527227
Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
167 KB
Volume
5
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The 56Β·4 MHz ^19^F spectrum of a mixture of meso and dl 1,2‐difluoro‐1,2 dichloroethane in L‐bornyl acetate resolved the ^19^F resonances of the separate d and l stereoisomers, thus identifying the dl spectrum, but not those of the meso isomer.

These observations are considered with other examples of the use of chiral solvents to distinguish meso and dl isomers.

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The stereoselective addition of the 2-hydroxyl group of glucose to the mercurated vinyl group of 2-alkenyl glycosides followed by hydride reduction and removal of the saccharide fragment was used to prepare enantiomerically pure 1,2-dihydroxy alkanes. Diols of (R) or (S) configuration can be synthes