Carotenoids and related compounds. Part XXIX. Stereochemistry and synthesis of the allenic end group. Absolute configuration of zeaxanthin
Carotenoids and related compounds. Part XXIX. Stereochemistry and synthesis of the allenic end group. Absolute configuration of zeaxanthin
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类胡萝卜素和相关化合物。
DOI：
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发表时间：
1974
期刊：
影响因子：
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通讯作者：
B. Weedon
中科院分区：
文献类型：
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作者：
J. Hlubucek;J. Hora;S. Russell;T. Toube;B. Weedon
Three of the four racemates of the allenic ketone, 4-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)but-3-en-2-one, have been synthesised and their configurations determined. Except for optical activity, one of these racemates is identical with the allenic ketone from the grasshopper Romalea microptera, and its mono-(secondary) acetate with a degradation product of fucoxanthin. The latter has been converted into an optically active allenic ketone identical with that from grasshoppers. The absolute configuration of the product was established by X-ray crystallographic analysis of its p-bromobenzoate.These results reveal that zeaxanthin (3,3′-dihydroxy-β-carotene) has the 3R,3′R-configuration.
