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Synlett 1996; 1996(9): 897-899
DOI: 10.1055/s-1996-5615
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The High Pressure Diels-Alder Reactions of Quinone-mono-ketals

Elizabeth R. Jarvo, Selena R. Boothroyd, Michael A. Kerr*
  • *Department of Chemistry, Acadia University, Wolfville, Nova Scotia, B0P 1X0, FAX: 902-542-1454, e-mail: mkerr@ace.acadiau.ca
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Publication History

Publication Date:
31 December 2000 (online)

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Several simple quinone-mono-ketals were treated with a variety of dienes at pressures in excess of 13 kbar. Stable adducts were isolated in moderate to excellent yields. Such adducts when treated with anhydrous acid, aromatized to form the corresponding annulated benzenes and naphthalenes.

Diels-Alder - high pressure - quinone - quinone-mono-ketal - alkaloid

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