- Enantioselective syntheses of the proposed structures of kopeolin and kopeolone
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The first total syntheses of the proposed structures of kopeolin (1) and kopeolone (3) have been achieved from a common enantiopure chiral building block obtained by a chemoenzymatic enantioconvergent methodology. The syntheses feature two key steps: a on
- Miquet, Stephanie,Vanthuyne, Nicolas,Bremond, Paul,Audran, Gerard
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- Revised structure, total synthesis, and absolute configuration of kopeolin and kopeolone
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An enantioselective total synthesis of two sesquiterpenoids, kopeolin and kopeolone, has been achieved. Using the diastereoselective addition of an organocerate as a key step, we controlled the absolute stereochemistry of a crucial stereocenter present in these natural products. This approach allowed us to confirm a structural revision that we previously proposed (Chem. - Eur. J. 2013, 19, 10632-10642) and to fully characterize these natural products while elucidating their absolute stereochemistry.
- Miquet, Stephanie,Bremond, Paul,Ayela, Benjamin,Marque, Sylvain R. A.,Audran, Gerard
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p. 2268 - 2273
(2014/04/03)
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- A NEW TERPENOID COUMARIN FROM Ferula kopetdaghensis
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From the roots of Ferula kopetdaghensis Eug.Kor. have been isolated nevskin and isosamarcandin and a new terpenoid coumarin kopeolone, C24H30O5.M(1+) 398, mp 125-126 deg C, D18 +70 deg (c 0.1, ethanol).On the basis of UV, IR, PMR,
- Nabiev, A. A.,Khasanov, T. Kh.,Malikov, V. M.
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