15 research outputs found

    Synthesis of (±)-thiohalenaquinone by iterative metalations of thiophene

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    The synthesis of a thiophene-containing analogue of halenaquinone was realized. Key steps include an alkynyl ketone-benzocyclobutane Diels-Alder reaction to construct the C,D-ring naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to add the A-ring. © 2007 American Chemical Society
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