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Design and development of chiral reagents for the chromatographic e.e. determination of chiral alcohols

โœ Scribed by Willi Walther; Thomas Netscher


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
507 KB
Volume
8
Category
Article
ISSN
0899-0042

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โœฆ Synopsis


8-Trolox methyl ether is known as a powerful chiral reagent for the e.e. determination of chiral alcohols by separation of the corresponding diastereoisomeric esters on achiral GC and SFC columns. In order to further improve his methodology, five possible candidates resultings from variation of structural elements of parent reagent have been tested for derivatization with selected alcohols and subsequent analysis of the diastereoisomeric pairs of esters. The results of this optimization procedure showing the ways to new potent reagents are discussed.


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A study of diastereoseleetive 1,4-addition of phenyl Grignard has been attempted on some chiral crotonates. The H-facial seleetivities in these reactions have been determined on the basis of specific rotations of the hydrolysis product, namely 3-phenyl butanoic acid (3PBA). Correlation of these resu