Cyclic chiral silyl derivatives for the determination of the absolute configuration of aliphatic diols by gas chromatography.
[reaction: see text] Chiral bidentate silyl reagents have been developed for the GC analysis of aliphatic 1,3- and 1,4-diols. These reagents react with the diols to cyclic siloxanes, which allow the determination of their enantiomeric composition even in complex mixtures. The absolute configuration of 4,6-nonadecanediol 7, occurring in the lipids of sunflower pollen, has been determined to be (4S,6R) by comparison with derivatized synthetic enantiomers.
Arsene
Cristian
C
Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany.
Schulz
Stefan
S
D002630:Chemotactic Factors / Q000737:chemistry; D002849:Chromatography, Gas / Q000379:methods; D005233:Fatty Alcohols / Q000737:chemistry*; D006368:Helianthus / Q000737:chemistry; D008055:Lipids / Q000737:chemistry; D011058:Pollen / Q000737:chemistry; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism
D002630:Chemotactic Factors; D005233:Fatty Alcohols; D008055:Lipids; D012821:Silanes