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Highly Substituted Spiro[4.4]nonatrienes from a β-Amino-Substituted α,β-Unsaturated Fischer Carbene Complex and Three
Heiko Schirmer1, Michael Duetsch1, Frank Stein1
1Institute für Organische und Anorganische Chemie der Universität, Tammannstrasse 2-4, D-37077 Göttingen (Germany), Fax: (+49) 551-39-9475.
Abstract:
A novel mode of reaction towards arylethynes is shown by the β-trimethylsilyl-substituted α,β-unsaturated Fischer carbene complexes 1. A mixture of the isomeric, highly substituted spiro[4.4]nonatrienes 2 and 3 is formed by the formal insertion of three alkyne molecules and subsequent cyclization (see scheme). Such selective triple insertions of alkynes into ethenylcarbene complexes have not been previously observed.
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