Total synthesis of (+)-cylindricine C |
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Authors: | Toshiharu Arai |
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Institution: | School of Pharmacy, Tokyo University of Pharmacy and Life Science, Horinouchi, Hachioji, Tokyo 192-0392, Japan |
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Abstract: | A stereoselective total synthesis of (+)-cylindricine C has been achieved starting with (S)-N-Boc-2-pyrrolidinone. The key elements of this synthesis involve the sequence of reactions including BF3-mediated addition of the allyl Grignard reagent to the cyclic imine, spirocyclization via enamine formation, and intramolecular Michael addition to form the tricyclic core. |
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Keywords: | Cylindricine Cyclic imine Grignard reaction Azaspirocyclization Intramolecular Michael addition |
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