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Synthesis 1992; 1992(1/2): 41-43
DOI: 10.1055/s-1992-34171
short paper
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Macrocyclizations with TosMIC - Yielding [3 n ]Metacyclophanes

Jörg Breitenbach* , Fritz Vögtle
  • *Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Str. 1, D-5300 Bonn 1, Germany
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Publication Date:
18 September 2002 (online)

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The carbocyclic [3n]metacyclophanes 3, 4, 5 are obtained for the first time, using (p-tolylsulfonyl)methyl isocyanide (TosMIC, 2) as the cyclization reagent. A new cyclization procedure without phase-transfer conditions was applied. One of the resulting intraannular substituted oligoketones, 3, was transformed into the corresponding dialcohol 6.