DIRECT DETERMINATION OF THE ENANTIOMERIC PURITY OF CHIRAL TRISUBSTITUTED ALLENES BY USING PERMETHYLATED CYCLODEXTRIN AS A CHIRAL SOLVATING AGENT

Authors
UCCELLOBARRETTA G BALZANO F CAPORUSSO AM SALVADORI P
Citation
G. Uccellobarretta et al., DIRECT DETERMINATION OF THE ENANTIOMERIC PURITY OF CHIRAL TRISUBSTITUTED ALLENES BY USING PERMETHYLATED CYCLODEXTRIN AS A CHIRAL SOLVATING AGENT, Journal of organic chemistry, 59(4), 1994, pp. 836-839
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
4
Year of publication
1994
Pages
836 - 839
Database
ISI
SICI code
0022-3263(1994)59:4<836:DDOTEP>2.0.ZU;2-6
Abstract
The heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (TRIMEB) has been s uccessfully used as convenient chiral solvating agent to determine the enantiomeric composition of chiral trisubstituted allenes by H-1 NMR spectroscopy: the analysis of the effect of the molar ratio TRIMEB/all ene, temperature, and nature of the solvent allowed us to optimize the experimental conditions to enhance the separation between the signals of the two enantiomers of each allene.