Animal carotenoids. 12. Chirality of asterinic acid.
@article{Berger1977AnimalC1, title={Animal carotenoids. 12. Chirality of asterinic acid.}, author={Ragnar Berger and Gunner Borch and Synn∅ve Liaaen-Jensen}, journal={Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry}, year={1977}, volume={B31 3}, pages={ 243-7 } }
The chirality of monoacetylenic asterinic acid [(3S,3'S)-7,8-didehydroastaxanthin, 1a] has been established by NaBH4-reduction and hydrolysis of the corresponding diesters 1b and 1c providing the tetrol 9 and CD-correlation with diatoxanthin [3R,3'R)-7,8-didehydro-beta, beta-carotene-3,3'-diol, 10]. Diacetylenic asterinic acid [3S,3'S)-7,8,7',8'-tetradehydro-beta, beta-carotene-3,3'-diol, 2a] was assigned the some absolute configuration by similar conversion to the diacetylenic tetrol 11 and CD…
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