- An efficient synthetic strategy for introduction of C3-C4 double bond into eudesmane skeleton: First total synthesis of (+)-chrysanthemol
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The first enantioselective synthesis of (+)-chrysanthemol 1 was carried out starting from (+)-dihydrocarvone in ten steps. In our studies, a facile synthetic strategy has been developed for introduction of C3-C4 double bond into a eudesmane skeleton.
- Chen, Yonggang,Zhou, Gang,Xiong, Zhaoming,Liu, Lijun,Li, Yulin
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- Medicinal flowers. IV. Marigold. (2): Structures of new ionone and sesquiterpene glycosides from Egyptian Calendula officinalis
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Following the characterization of hypoglycemic, gastric emptying inhibitory, and gastroprotective principles and the structure elucidation of calendasaponins A, B, C, and D, two new ionone glucosides (officinosides A and B), and two sesquiterpene oligogly
- Marukami,Kishi,Yoshikawa
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- First total synthesis of (+)-chrysanthemol
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The first total synthesis of (+)-chrysanthemol (1) has been described starting from (+)-dihydrocarvone (4). The features of our synthesis are the high yield introduction of C3-C4 double bond into eudesmane skeleton and rearrangement of epoxide to allylic alcohol promoted by BF3?OEt2-Bu4NI reagent. In our synthesis, (+)-α-eudesmol (5) has been used as a key intermediate.
- Chen, Yonggang,Xiong, Zhaoming,Zhou, Gang,Yang, Jiong,Li, Yulin
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- Eudesmane-type sesquiterpene derivatives from Saussurea conica
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Four new eudesmane-type sesquiterpene derivatives, 3β-[(β-D- glucopyranosyl)oxy]-11αH-eudesm-4(14)-en-12,8β-olide (1), (3β)-eudesma-4(14),11(13)-diene-3,12-diol (2), 3β-[(β-D- glucopyranosyl)oxy]eudesma-4(14),11(13)-dien-12-ol (3), and 3β-[(β-D- glucopyra
- Fan, Cheng-Oi,Zhan, Zha-Jun,Li, Hui,Yue, Jian-Min
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p. 1446 - 1451
(2007/10/03)
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