ISSN:
0018-019X
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
Megastigma-5,8-dien-4-one, an aroma constituent of the yellow passion fruit and Virginia tobaccoPreparative gas chromatography allowed isolation of megastigma-5, 8 (E)-dien-4-one (3) from small subfractions of both yellow passion fruit and Virginia tobacco condensates. Along with 3, the Z-isomer 4 occurs in the aroma of the yellow passion fruit. Both these novel flavor compounds were synthesized by a two-step, non-biomimetic route starting from 2, 6, 6-trimethylcyclohex-2-en-1-one. The E-isomer 3 was also formed by acid-catalyzed dehydration/rearrangements of ionol- and damascol monoepoxides 5, 6, 7, 8 and hydroxy-ionols and -damascol 9, 10 and 11. Such a biomimetic conversion indirectly supports the assumption that 3 and 4 might originate from the oxidative degradation of carotenoid precursors possibly related to canthaxanthine.
Zusätzliches Material:
2 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/hlca.19790620111
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