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Dual Iminium- and Lewis Base Catalyzed Morita–Baylis–Hillman Reaction on Cyclopent-2-enone
Synlett ( IF 2 ) Pub Date : 2017-12-13 , DOI: 10.1055/s-0036-1591521
Andrea Trabocchi , Riccardo Innocenti , Gloria Menchi

The application of iminium catalysis to the challenging Morita–Baylis–Hillman reaction on cyclopenten-2-one leads to the corresponding allylic alcohols in excellent yields. Experimental evidence shows that secondary amines act as co-catalysts activating the enone moiety towards the nucleophilic attack at the β-position by DABCO as the Lewis base catalyst, resulting in an augmented nucleophilic character towards the reaction with aldehydes.

中文翻译:

双亚胺和路易斯碱催化 Morita-Baylis-Hillman 反应对 Cyclopent-2-enone

将亚胺催化应用于具有挑战性的 Morita-Baylis-Hillman 反应对 cyclopenten-2-one 产生了相应的烯丙醇,收率很高。实验证据表明,仲胺作为助催化剂激活烯酮部分,使 DABCO 作为路易斯碱催化剂在 β 位进行亲核攻击,从而增强了与醛反应的亲核特性。
更新日期:2017-12-13
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