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

Triethylamine-Catalyzed Cascade Reaction of γ-Hydroxy-α,β-unsaturated Ketones with Trifluoromethyl Ketones via Hemiketal Intermediates

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.

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.