- Improved total synthesis of racemic rutamarin
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An improved, convenient and cost-effective process, using 2,4-dihydroxybenzaldehyde 2 as starting material for (±)-rutamarin 1, is described. The overall yield of 1 is 44% in eight steps, requiring no chromatographic purification. The Japan Institute of Heterocyclic Chemistry.
- Tong, Ling,Xiong, Ruisheng,Jiang, Hong,Jiang, Xiangrui,Sun, Hongbin,Jiang, Hualiang,Shen, Jingshan
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p. 1697 - 1702
(2011/03/22)
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- SYNTHESIS OF 3-(1',1'-DIMETHYLALLYL)COUMARINS: GRAVELLIFERONE, CHALEPIN AND RUTAMARIN
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The 3-(1',1'-dimethylallyl)coumarins chalepin (2), rutamarin (3) and gravelliferone (4) have been synthesized from umbelliferon (7) via Claisen and Cope rearrangements of 3',3'-dimethylallyl ethers of 6-(3',3'-dimethylallyl)umbelliferon with and without an iodine atom as blocking group at C-8.
- Massanet, Guillermo M.,Pando, Enrique,Rodiriquez-Luis, Francisco,Salva, Javier
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p. 1541 - 1548
(2007/10/02)
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- Synthesis of 3-(1,1-Dimethylallyl)xanthyletin, 3-(1,1-Dimethylallyl)-8-(3,3-dimethylallyl)xanthyletin, Gravelliferone and dl-Chalepin
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The synthesis of title compounds has been achieved from the key intermediate 3-(1,1-dimethylallyl)-7-hydroxycoumarin (7) which, in turn, is obtained by triple Claisen rearrangement of 7-(3,3-dimethylallyl)oxycoumarin (2) using butyric anhydride as the trapping reagent.
- Sharma, R. B.,Kapil, R. S.
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p. 538 - 541
(2007/10/02)
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