ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A New Method for the Stereochemical Analysis of Acyclic Terpenoid Carbonyl CompoundsA new method for the determination of the enantiomeric and diastereoisomeric composition of terpenoid carbonyl compounds is presented. Separation of the diastereoisomeric (+)-L-diisopropyl-tartrate acetals derived from dihydrocitronellal (6), hexahydropseudoionone (3), hexahydrofarnesal (7), and hexahydro far nesy lace tone (4), the C10, C13, C15, and C18 intermediates in various syntheses of naturally occurring tocopherols and vitamin K1, can be achieved by capillary GC on a cyanopropylsilicon-coated glass column under standardized conditions. This technique, presenting a significant improvement over existing methodologies, is considered to be particularly useful for the analysis of highly enriched samples, typically obtained by present-day asymmetric synthesis. With reproducibilities of ± 0.3%, and, therefore, safe for routine analysis, the complete Stereochemical characterization of terpenoids with 15 and 18 C-atoms bearing two stereogenic centres is performed in a single operation for the first time.
Additional Material:
6 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19900730432
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