The poison gelsemoxonine can be isolated from the leaves of a plant native to southeastern Asia (Gelsemium elegans). A key step in a synthesis of this natural product involves a thermally initiated (70°C) sigmatropic rearrangement of the compound shown below (R=protecting group) (J. Am. Chem. Soc. 2011, 133, 17634-17637). Me, Sio `N-OMe RO
The poison gelsemoxonine can be isolated from the leaves of a plant native to southeastern Asia (Gelsemium elegans). A key step in a synthesis of this natural product involves a thermally initiated (70°C) sigmatropic rearrangement of the compound shown below (R=protecting group) (J. Am. Chem. Soc. 2011, 133, 17634-17637). Me, Sio `N-OMe RO
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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The poison gelsemoxonine can be isolated from the leaves of a plant native to southeastern Asia (Gelsemium elegans). A key step in a synthesis of this natural product involves a thermally initiated (70°C) sigmatropic rearrangement of the compound shown below (R=protecting group) (J. Am. Chem. Soc. 2011, 133, 17634–17637).
Draw the curved arrows for the mechanism of the formation of gelsemoxonine. Include lone pairs in your answer.
Transcribed Image Text:The poison gelsemoxonine can be isolated from the leaves of a plant native to southeastern Asia (Gelsemium elegans). A key step in a
synthesis of this natural product involves a thermally initiated (70°C) sigmatropic rearrangement of the compound shown below
(R=protecting group) (J. Am. Chem. Soc. 2011, 133, 17634-17637).
`N-OMe
Me, Sio
RO
Transcribed Image Text:X Incorrect. Identify the sigmatropic rearrangement.
Draw the curved arrows for the mechanism of the formation of gelsemoxonine. Include lone pairs in your answer.
CH,
H,C.
H,C
H,C
H,C
ČH,
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