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- W2951731922 endingPage "4214" @default.
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- W2951731922 abstract "En route to conformationally restricted analogues of nicotine and anabasine, a novel synthetic route to bridged anabasines is described that hinges on a domino intramolecular [4 + 2]-cycloaddition/ring opening-elimination sequence of 3-amino-substituted furo[3,4-c]pyridines. Extension of this route to bridged nicotines, however, proved abortive, even when the dienophile tether is activated by a p-tolylsulfonyl group or when the diene moiety is activated by an electron-releasing methoxy substituent. A detailed density functional theoretical study (B3LYP/6-31+G) was undertaken to provide insight into the factors that facilitate an intramolecular Diels-Alder reaction in the former case." @default.
- W2951731922 created "2019-06-27" @default.
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- W2951731922 date "2003-04-26" @default.
- W2951731922 modified "2023-10-16" @default.
- W2951731922 title "Studies on Intramolecular Diels−Alder Reactions of Furo[3,4-<i>c</i>]pyridines in the Synthesis of Conformationally Restricted Analogues of Nicotine and Anabasine" @default.
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- W2951731922 doi "https://doi.org/10.1021/jo026555p" @default.
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