Assembly of Terpenoid Cores by a Simple,Tunable Strategy |
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| Authors: | Wei Zhang Liban Jirmo Samira Toledo‐Roy Prof John C Hershberger Jocelyn M Macho Prof Alexander J Grenning |
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| Institution: | 1. Department of Chemistry, University of Florida, Gainesville, FL, USA;2. Department of Chemistry and Physics, Arkansas State University, Jonesboro, AR, USA |
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| Abstract: | Oxygenated, polycyclic terpenoid natural products have important biological activities. Although total synthesis of such terpenes is widely studied, synthetic strategies that allow for controlled placement of oxygen atoms and other functionality remains a challenge. Herein, we present a simple, scalable, and tunable synthetic strategy to assemble terpenoid‐like polycycloalkanes from cycloalkanones, malononitrile, and allylic electrophiles, abundantly available reagent classes. |
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| Keywords: | [3 3] Cope rearrangement allylic alkylation deconjugative alkylation Knoevenagel adducts terpene synthesis |
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