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Synthesis, Optical Rotation, and Absolute Configurations of Santinols
Alternative TitleSantinols的合成、旋光及绝对构型
Wu WJ(武文菊)1; Chen HJ(陈慧君)1; You J(由君)1; Wu YK(伍贻康)1; Liu B(刘波)1
Source PublicationEur. J. Org. Chem.
AbstractSantinols A1 and A2, two of the asymmetric 1,3-diacylglycerols (1,3-diacylglycerides) recently isolated from Helichrysum italicum subsp. microphyllum, were synthesized for the first time. The synthetic samples showed essentially the same H-1 and C-13 NMR spectra as reported for natural santinols. The optical rotations were also consistent with those for their natural counterparts, but only for less than an hour after the preparation of the sample solution; the sign of the optical rotation may reverse after a more prolonged time, revealing some so far unknown yet very interesting phenomena that deserve particular attention with regard to assignments of absolute configurations for asymmetric 1,3-diacylglycerols by comparison of specific rotations. Also of interest is that acylation of the C-2 OH groups in asymmetric 1,3-diacylglycerols with 2-(phenylamino)benzoic acid led to substantially magnified specific rotations and thus may help in characterization/identification and rapid estimation of the optical purities of asymmetric 1,3-diacylglycerols.
Subject Area生命有机化学
Indexed BySCI
WOS IDWOS:000360762400016
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Corresponding AuthorWu YK(伍贻康); Liu B(刘波)
2.中科院上海有机化学研究所, 生命有机化学国家重点实验室
Recommended Citation
GB/T 7714
Wu WJ,Chen HJ,You J,et al. Synthesis, Optical Rotation, and Absolute Configurations of Santinols[J]. Eur. J. Org. Chem.,2015(26):5817-5825.
APA 武文菊,陈慧君,由君,伍贻康,&刘波.(2015).Synthesis, Optical Rotation, and Absolute Configurations of Santinols.Eur. J. Org. Chem.(26),5817-5825.
MLA 武文菊,et al."Synthesis, Optical Rotation, and Absolute Configurations of Santinols".Eur. J. Org. Chem. .26(2015):5817-5825.
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