- ACID REARRANGEMENTS OF THE MURRANGATINS
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Acid-catalyzed rearrangements of threo- murrangatin gave coumarins with tetrahydrofuryl side-chains, differences in reactivity from the erythro- isomer being attributed to stereoelectronic control.
- Wickramaratne, D. B. Mahinda,Kumar, Vijaya
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p. 6153 - 6156
(2007/10/02)
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- Molecular Rearrangement of Osthol Epoxide with Pyridinium Chloride and Trifluoracetic acid
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7-Methoxy-8-(2',3'-epoxy-3'-methylbutyl)coumarin(osthol epoxide) (I) on treatment with pyridinium chloride in pyridine affords a new product, 7-methoxy-8-(2'-chloro-3'-hydroxy-3'-methylbutyl)coumarin (IV), besides the known 7-methoxy-8-(2'-hydroxy-3'-methylbut-3'-enyl)coumarin (aurapentol) (II) and 7-methoxy-8-(2'-oxo-3'-methylbutyl)coumarin (isoauraptene) (III).On the other hand I on treatment with trifluoracetic acid in benzene yields, besides II and III, three other products, viz. 7-methoxy-8-(2',3'-dihydroxy-3'-methylbutyl)coumarin (meranzin hydrate) (V), 7-methoxy-8-(2'-trifluoracetoxy-3-'-hydroxy-3'-methylbutyl)coumarin (VI) and 7-methoxy-8-(2'-formyl-2'-methylpropyl)coumarin (VII) of which VI is a new chemical component.
- Barik, Bikash R.,Dey, Ashesh K.,Das, Probhash C.,Kundu, Amit B.,Chatterjee, Asima
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p. 223 - 226
(2007/10/02)
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