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Synthesis 1993; 1993(7): 681-683
DOI: 10.1055/s-1993-25920
short paper
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Preparation of Functionally Substituted Bicyclopropylidenes

Armin de Meijere* , Sergei I. Kozhushkov, Nikolai S. Zefirov
  • *Institut für Organische Chemie der Georg-August-Universität Göttingen, Tammannstraße 2, D-3400 Göttingen, Germany
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Publication Date:
17 September 2002 (online)

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Deprotonation of bicyclopropylidene (1) and 7-cyclopropylid-enedispiro [2.0.2.1]heptane (2) with butyllithium in tetrahydrofuran affords lithiobicyclopropylidenes, which react with electrophilic reagents to give the correspondingly substituted bicyclopropylidenes 3, 4 in high yields. No selectivity was observed in deprotonation of unsymmetrically spiroanellated bicyclopropylidenes such as 1-cyclopropylidenespiropentane (5) and 1-cyclopropylidenedispiro-[2.0.2.1]heptane (6).