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三乙胺催化的γ-羟基-α,β-不饱和酮与三氟甲基酮通过半缩酮中间体的级联反应

本站小编 Free考研考试/2022-02-14

摘要/Abstract



研究了三乙胺催化的γ-羟基-α,β-不饱和酮与三氟甲基酮通过半缩酮中间体的级联反应, 以高收率以及适中的非对映选择性得到了一系列产物. 在手性奎宁衍生的双功能硫脲催化剂存在下, 该反应以92%的收率以及96%的立体选择性得到目标产物.
关键词: γ-羟基-α,β-不饱和酮, 三氟甲基酮, 1,3-二噁烷衍生物, 手性硫脲
Et3N-catalyzed cascade reaction of trifluoromethyl ketones and γ-hydroxy-α,β-unsaturated ketones via hemiketal intermediate is investigated. The adducts could be easily obtained in good to excellent yields with moderate diastereoselectivities. The reaction proceeded smoothly to give the desired product in 92% yield and with 96% ee in the presence of a glycosyl and quinidine-based bifunctional chiral thiourea catalyst.
Key words: γ-hydroxy-α,β-unsaturated ketone, trifluoromethyl ketone, 1,3-dioxolanes derivative, chiral thiourea


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