Formation of Quaternary Carbon Center with a Trifluoromethyl Group Using a Pd-Catalyzed Allylation Reaction

Synthesis of compounds with quaternary carbons is one of the most attractive reactions in the synthetic chemistry. However, there are only a few reports on synthesis of the compounds with a fluoroalkyl group at a quaternary carbon center. Recently, we reported the synthesis of α-trifluoromethylated...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2007/11/01, Vol.55(11), pp.1593-1596
Hauptverfasser: Sato, Kazuyuki, Takiguchi, Yu, Yoshizawa, Yosuke, Iwase, Kayoko, Shimizu, Yoshie, Tarui, Atsushi, Omote, Masaaki, Kumadaki, Itsumaro, Ando, Akira
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Sprache:eng
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Zusammenfassung:Synthesis of compounds with quaternary carbons is one of the most attractive reactions in the synthetic chemistry. However, there are only a few reports on synthesis of the compounds with a fluoroalkyl group at a quaternary carbon center. Recently, we reported the synthesis of α-trifluoromethylated ketones by the reaction of α,β-unsaturated ketones with CF3-I using a Rh catalyst. When the α-trifluoromethylated ketones and allyl carbonates were treated with a Pd catalyst, the allylation reaction proceeded smoothly at the trifluoromethylated carbon to give the desired compounds with a trifluoromethylated quaternary carbon center in good to excellent yields.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.55.1593