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铼催化环状β-酮酯与末端炔烃反应形成双环[3.3.1]壬烯骨架。

Rhenium-catalyzed formation of bicyclo[3.3.1]nonene frameworks by a reaction of cyclic beta-keto esters with terminal alkynes.

作者信息

Kuninobu Yoichiro, Morita Junya, Nishi Mitsumi, Kawata Atsushi, Takai Kazuhiko

机构信息

Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Kita-ku, Okayama 700-8530, Japan.

出版信息

Org Lett. 2009 Jun 18;11(12):2535-7. doi: 10.1021/ol900772h.

Abstract

Treatment of cyclic beta-keto esters with terminal alkynes in the presence of a catalytic amount of a rhenium complex, ReBr(CO)(3)(thf), gave bicyclo[3.3.1]nonene derivatives. The reaction conditions and yields of the bicyclo[3.3.1]nonenes were improved by the sequential use of tetrabutylammonium fluoride (TBAF) after the rhenium-catalyzed reactions.

摘要

在催化量的铼配合物[ReBr(CO)₃(thf)]₂存在下,用末端炔烃处理环状β-酮酯,得到双环[3.3.1]壬烯衍生物。在铼催化反应后依次使用四丁基氟化铵(TBAF),可改善双环[3.3.1]壬烯的反应条件和产率。

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