摘要：

The synthesis of 3-vinyl-phenanthrene and 4-vinyl-1, 2-dihydro-phenanthrene is reported. High pressure Lewis acid-catalyzed cycloaddition reactions of both dienes with 4-acetoxy-2-cyclo-penten-1-one are discussed. Whereas 4-vinyl-1, 2-dihydro-phenanthrene underwent the expected Diels-Alder reaction, 3-vinyl-phenanthrene underwent a [2+2] cycloaddition. Both cycloadditions are totally regioselective. Structure analysis of the reaction products by 1H and 13C NMR spectroscopy is reported.

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