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Synthesis 1990; 1990(4): 323-326
DOI: 10.1055/s-1990-26865
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Anomer kontrollierte Substitutionsreaktionen; 21. Pyridin als Abgangsruppe bei nucleophilen Substitutionsreaktionen: Umsetzungen mit N-[1-(Trimethylsiloxy)alkyl]pyridiniumsalzen

Ernst Anders* , Karola Hertlein, Hermann Meske
  • *Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-8520 Erlangen, Federal Republik of Germany
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Publication Date:
17 September 2002 (online)

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Anomer Controlled Substitution Reactions; 2.1 Pyridine as a Leaving Group in Nucleophilic Substitution Reactions: Transformations of N-[1-(Trimethysilyloxy)alkyl]pyridinium Salts As a test of the prediction based on semiempirical MO-calculations the tide compounds 2 were treated with nucleophiles 3. A wide variety of 3 reacts with 2 to give 1-substituted 1-trimethylsiloxy products 4. The pyridine moiety of 2 functions as a neutral leaving group.