Abstract

AbstractThe conversion of the allenic end group 1 on HCl/CHCl3 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.

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