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Synlett 1994; 1994(8): 657-659
DOI: 10.1055/s-1994-22965
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Stabilization of Highly Electrophilic Allenes by Coordination with Manganese. Synthesis of 1-Functionalized Dicarbonyl (η-Methylcyclopentadienyl) (1-2η-3-Formylallene) Manganese Complexes.

Michel Franck-Neumann* , Denis Neff, Habiba Nouali, Daniel Martina, André de Cian
  • *Laboratoire de Chimie Organique Synthétique, Associé au CNRS (URA no 466), Institut de Chimie, Université Louis Pasteur, 1 rue Blaise Pascal, F - 67008 STRASBOURG, France
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Publication Date:
18 September 2002 (online)

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By treatment with carbonyl electrophiles, the carbanion of methoxybutenyne leads to electrophilic enynes. These are cleanly transformed into stable complexes of 1-functionalized 3-formyl allenes after coordination to dicarbonyl (η-methylcyclopentadienyl) manganese and deprotection-isomerization with diluted acetic acid. The exo-allene dialdehyde manganese complex was characterized by X-ray analysis.

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