- Palladium-Catalyzed C-H Monoalkoxylation of α,β-Unsaturated Carbonyl Compounds
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An efficient method for the direct introduction of alkoxy groups into the β-position of alkene moieties of various α,β-unsaturated carbonyl compounds through the palladium-catalyzed C(sp2)-H monoalkoxylation using alcohols in the presence of sodium nitrite was developed; the corresponding enol ethers were selectively synthesized with minimal generation of acetals.
- Monguchi, Yasunari,Kunishima, Kouki,Hattori, Tomohiro,Takahashi, Tohru,Shishido, Yuko,Sawama, Yoshinari,Sajiki, Hironao
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- Platinum- and gold-catalyzed hydroalkoxylation and tetramerization of propiolate esters
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PtCl2 was found to efficiently catalyze intermolecular additions of propiolate esters with alcohols. The reaction of propiolate esters and alcohols in the presence of PtCl2 gave (E)-vinyl ethers as the major products at 60 °C, whereas alkyl 3,3-dialkoxypropanoates were predominantly obtained when the reaction temperature was set to 80°C. On the other hand, a novel regioselective tetramerization of propiolate esters catalyzed by AuCl3 under mild conditions afforded 1,2,5,6-tetrasubstituted- cyclooctatetraene (1,2,5,6-COT) in moderate yields.
- Chen, Qian,Zhang, Changyuan,Wen, Chunxiao,Fang, Jin,Du, Zhiyun,Wu, Dongling
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p. 101 - 105
(2014/08/18)
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