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- W2058903510 abstract "The Claisen rearrangement of vinyl allyl ether 3 in refluxing toluene leads to a mixture of (±)-Z-geissoschizine 5 and (±)-15-epi-E-geissoschizine 6 [= (±)-3-epi-E-geissoschizine 6′], whereas vinyl allyl ether 4, under the same reaction conditions, affords only (±)-15-epi-Z-geissoschizine 15 [= (±)-3-epi-Z-geissoschizine 15′]. No (±)-E-geissoschizine 16 was formed. However, the formation of (±)-15-epi-E-geissoschizine 6 [ = (±)-3-epi-E-geissoschizine 6′], which has earlier been transformed to (±)-E-geissoschizine 16, represents a new, formal total synthesis of (±)-E-geissoschizine 16. A conformational study of the prepared compounds, mainly based on nmr measurements, is presented." @default.
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- W2058903510 date "1994-03-01" @default.
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- W2058903510 title "The Claisen rearrangement in the preparation of geissoschizine isomers" @default.
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- W2058903510 doi "https://doi.org/10.1016/s0040-4020(01)87031-9" @default.
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