Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers
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- 作者：Mirjam Kreck and Armin Mosandl
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2003
- 出版时间：April 23, 2003
- 年：2003
- 卷：51
- 期：9
- 页码：2722 - 2726
- 全文大小：133K
- 年卷期：v.51,no.9(April 23, 2003)
- ISSN：1520-5118
文摘
Structure elucidation of the lilac aldehyde and lilac alcohol stereoisomers was ascertained by 1Hnuclear magnetic resonance (NMR) spectroscopy, including intramolecular nuclear Overhauser effectsof the separated diastereoisomers and anisotropic effects of the diastereomeric 2-phenylpropionylester, and 1H, 1H COSY NMR spectroscopy of synthesized (5'R)-configured stereoisomers,synthesized from (R)-linalool. Direct stereodifferentiation of the eight stereoisomers of lilac aldehydeand lilac alcohol, respectively, has been achieved, using enantioselective capillary GC. The elutionorder of the isomers was deduced from the chromatographic behavior of the (5'R)-configureddiastereoisomers. Additionally, the odor thresholds of lilac aldehyde and lilac alcohol stereoisomersare reported.Keywords: Lilac aldehyde stereoisomers; lilac alcohol stereoisomers; enantioselective multidimensional gas chromatography; olfactometry