Abstract
In diethyl ether extracts from celeriac (Apium graveolens L. var.rapaceum) all four stereoisomers of (3a–7a)-cis-3-butylhexahydrophthalide were found to be present. The analyses were carried out by means of GC, enantioselective GC and GC-MS. The assignment of the relative configuration of the diastereomers3 and4 was accomplished by NOE difference spectroscopy.
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Literatur
Vernin G, Párkányi C (1994) Dev Food Science 34: 329–345
Ciamician G, Silber P (1897) Ber 30: 1419–1424
MacLeod G, Ames JM (1989) Phytochemistry 28: 1817–1824
Van Wassenhove F, Dirinck P, Schamp N (1988). In: Schreier P (Hrsg) Bioflavour 87. de Gruyter, Berlin, S 137–144
Van Wassenhove F, Dirinck P, Vulsteke G, Schamp N (1990) Hort Science 25: 556–559
Van Wassenhove FA, Dirinck PJ, Schamp NM, Vulsteke GA (1990) J Agric Food Chem 38: 220–226
Gijbels MJM, Fischer FC, Scheffer JJC, Baerheim Svendsen A (1985) Fitoterapia 56: 17–23
Bjeldanes LF, Kim I-S (1977) J Org Chem 42: 2333–2335
Lund ED, Wagner CJ Jr, Bryan WL (1973) Proc Florida State Hort Soc 86: 255–259
Wilson CW III (1970) J Food Sci 35: 766–768
Chemwindow3, Version 3.0.0.C13, C-13-NMR Modul von Prof. E. Pretsch. Institut für Organische Chemie der ETH-Zürich, SoftShell International Ltd, 1993
Still WC, Kahn M, Mitra A (1978) J Org Chem 43: 2923–2925
Blum W, Aichholz R (1990) J High Res Chromat 13: 515–518
Canonne P, Akssira M (1985) Tetrahedron 41: 3695–3704
Eggelte TA, de Koning H, Huisman HO (1977) Rec Trav Chim Pays-Bas 96: 271–275
Suzuki H, Tanaka A, Yamashita K (1987) Agric Biol Chem 51: 3369–3373
Tanaka A, Suzuki H, Yamashita K (1989) Agric Biol Chem 53: 2253–2256
Nagai U, Mitsuhashi H (1965) Tetrahedron 21: 1433–1440
Bemelmans JMH (1979) Review of isolation and concentration techniques. In: Land DG, Nursten HE (Hrsg) Progress in flavour research. Applied Science Publishers, London, p 79
Nagai U, Shishido T, Chiba R, Mitsuhashi H (1965) Tetrahedron 21: 1701–1709
Cocker W, McMurry TBH, Sainsbury DM (1966) J Chem Soc (C) 1152–1155
Fujiwara Y, Kimoto S, Okamoto M (1975) Chem Pharm Bull 23: 1396–1403
Pourahmady N, Eisenbraun EJ (1983) J Org Chem 48: 3067–3070
Krischke G (1991) Eignung von Sellerie (Apium graveolens var.rapaceum) als Rohstoff für industrielle Verarbeitung, Diss. TU München
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Manzardo, G.G.G., Kürsteiner-Laube, S. & Perrin, D. Chirale Phthalid-Aromastoffe: (3a–7a)-cis-3-Butylhexahydrophthalid-Stereoisomere in Knollensellerie (Apium graveolens L var.rapaceum). Z Lebensm Unters Forch 203, 501–506 (1996). https://doi.org/10.1007/BF01193153
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DOI: https://doi.org/10.1007/BF01193153