Palladium Enolate Umpolung: Cyclative Diacetoxylation of Alkynyl Cyclohexadienones Promoted by a Pd/SPRIX Catalyst |
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| Authors: | Dr Kazuhiro Takenaka Dr Suman C Mohanta Prof?Dr Hiroaki Sasai |
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| Affiliation: | The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki‐shi, Osaka 567‐0047 (Japan) |
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| Abstract: | A novel palladium‐catalyzed reaction involving an unusual nucleophilic attack on a palladium enolate was developed using a spiro‐bis(isoxazoline) (SPRIX) ligand. Treatment of alkynyl cyclohexadienone substrates with a Pd/SPRIX catalyst in acetic acid under an oxygen atmosphere furnished diacetoxylated benzofuranone derivatives in good yields. This cyclative diacetoxylation proceeded enantioselectively in the presence of an optically pure SPRIX ligand. |
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| Keywords: | cyclization enyne palladium spiro compounds umpolung |
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