Stereoselective synthesis of substituted dienes by the double ortho ester Claisen rearrangement |
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| Authors: | Suk-pyo Hong |
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| Institution: | Department of Chemistry, Mokwon University, Daejon, 302-729, Republic of Korea |
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| Abstract: | This letter shows the highly stereoselective synthesis of substituted (E)-1,3-dienes from substituted propargylic diols via the double ortho ester Claisen rearrangement. The cyclohexyl-substituted diene undergoes thermal Diels-Alder cycloaddition with maleic anhydride to produce the corresponding bicyclic diester in highly stereoselective manner. |
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| Keywords: | The double ortho ester Claisen rearrangement Substituted propargylic diols (E)-1 3-dienes Diels-Alder cycloaddition |
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