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Reaktionen an Allencarotinoiden 2
Author(s) -
Buchecker Richard,
LiaaenJensen Synnøve
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580111
Subject(s) - chemistry , neoxanthin , pyridine , dehydration , chlorine , chlorine atom , halogen , medicinal chemistry , group (periodic table) , organic chemistry , carotenoid , alkyl , zeaxanthin , biochemistry , food science , lutein
The conversion of the allenic end group 1 on HCl/CHCl 3 treatment to the acetylenic 2 resp. to the chlorinated end group 3 previously reported has been confirmed using neoxanthin ( 4a ) and its diacetate ( 4b ). Analogous HBr treatment provided the corresponding brominated end group. Chemical and spectroscopical evidence for the position of the halogen atom at C(7) is given. Transformation to allenic anhydro products and acetylenic products on treatment of neoxanthin diacetate ( 4b ) with phosphorous oxychloride in pyridine, as well as dehydration and chlorine substitution of neoxanthin ( 4a ) are reported. These results are consistent with previous observations on related carotenoids.