Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids |
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Authors: | Devon J. Schatz Wenqin Li Sergey V. Pronin |
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Affiliation: | Department of Chemistry, University of California, Irvine, CA, 92697-2025, United States |
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Abstract: | Development of enantioselective synthesis of precursor en route to paxilline indoloterpenoids is described. Evaluation of 25 diphosphine-based ligands has led to identification of JosiPhos derivative that allows for asymmetric conjugate addition of homoprenyl Grignard reagent to 2-methylcyclopent-2-en-1-one in excellent yield and with appreciable levels of enantioinduction. Application to the conjugate addition of other Grignard reagents is demonstrated. |
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Keywords: | Corresponding author. Cyclopentenone Grignard reagent Conjugate addition Enantioselective Catalytic Natural products Synthesis |
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