A simple approach to homotropanes and homotrop-7-enes

1,4-Functionalisatio of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular cyclisation to yield 9-azabicyclo[4.2.1]nonanes (homotropanes) and -non-7-enes (homotrop-7-enes); the approach can be adapted to allow access to 1-methylhomotropanes.

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Veröffentlicht in:Tetrahedron letters 1992, Vol.33 (2), p.273-276
Hauptverfasser: Malpass, John R., Smith, Craig
Format: Artikel
Sprache:eng
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Zusammenfassung:1,4-Functionalisatio of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular cyclisation to yield 9-azabicyclo[4.2.1]nonanes (homotropanes) and -non-7-enes (homotrop-7-enes); the approach can be adapted to allow access to 1-methylhomotropanes.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(92)88069-H