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膦催化的丙二烯酸酯与三氟甲基酮的[3 + 2]环加成反应:二氢呋喃和四氢呋喃的合成。

Phosphine-catalyzed [3 + 2] cycloaddition of allenoates with trifluoromethylketones: synthesis of dihydrofurans and tetrahydrofurans.

机构信息

Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

出版信息

Org Biomol Chem. 2011 Jul 21;9(14):5260-5. doi: 10.1039/c1ob05444a. Epub 2011 May 31.

Abstract

The triphenylphosphine-catalyzed formal [3 + 2] cycloaddition of allenoates and trifluoromethylketones was realized to give the corresponding dihydrofurans in good yields with excellent γ-regioselectivities. Hydrogenation of the dihydrofurans gave 2,4,4-trisubstituted tetrahydrofurans in good yields with exclusive cis-selectivities.

摘要

三苯基膦催化的丙二烯酸酯和三氟甲基酮的[3 + 2]环加成反应以优异的γ-区域选择性得到相应的二氢呋喃,产率良好。二氢呋喃的氢化以优异的顺式选择性得到 2,4,4-三取代的四氢呋喃,产率良好。

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