Use of a chromium tricarbonyl complex in a diels–alder reaction: Improved preparation of angularly trifluoromethyl-substituted tetrahydrophenanthrone |
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| Authors: | Danile Bonnet-Delpon Thierry Lequeux Michel Gruselle Bernard Malezieux |
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| Institution: | Danièle Bonnet-Delpon,Thierry Lequeux,Michel Gruselle,Bernard Malezieux |
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| Abstract: | The tricarbonyl complex prepared from 1-trifluoromethyldihydronaphthalene and Cr(CO)3(NH3)3 undergoes Diels–Alder cycloaddition under high-pressure conditions (15 kbar) to give after decomplexation by natural light and deprotection, the tetrahydrophenanthrone product in 65% yield. This new methodology allows the activation of unreactive styrenes in Diels–Alder cycloaddition. |
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| Keywords: | Arene chromium carbonyl complex trifluoromethyl compounds Diels– Alder cycloaddition diterpenes |
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