Intercepted Decarboxylative Allylations of Nitroalkanoates |
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Authors: | Schmitt Meghan Grenning Alexander J Tunge Jon A |
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Institution: | The University of Kansas, Department of Chemistry 2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, KS 66045, United States |
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Abstract: | Using palladium-catalyzed decarboxylation, several cascade reactions of allyl and prenyl nitroalkanoates that lead to nitro-containing chemical building blocks are described. A nitronate Michael addition/Tsuji-Trost allylation cascade was developed, leading to functionally dense chemical building blocks. Likewise, a Tsuji-Trost/decarboxylative protonation sequence was developed for the synthesis of orthogonally functionalized 2° nitroalkanes. The latter method provides rapid access to the indolizidine core. |
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Keywords: | Decarboxylative coupling Pd-catalysis Multi-component reactions Tsuji-Trost allylation Indolizidine alkaloids |
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