对我们研究小组近几年在 Lewis 碱催化具有α-位氢的α-胺基腈类及氰醇类化合物与 Morita-Baylis-Hillman (MBH)加合物立体选择性的烯丙基化反应方面取得的初步成果进行了小结。通过与MBH加合物的烯丙基取代反应,有效地构建了具有α-位季碳结构单元的多官能团腈类衍生物,而且基于此发展了一类非金属催化的烯烃分子内氰官能团化反应,构建了β-位有季碳结构单元的官能团化的腈类化合物。此外对影响反应的可能因素也做了讨论,提出了可能的反应机理。
This article summarized our recent progress in Lewis base-catalyzed the direct allylic substitutions of Mo-rita-Baylis-Hillman (MBH) adducts withα-amino nitriles and cyanohydrins bearing anα-hydrogen, which provided efficient access to functionalizedα-amino nitriles and cyanohydrins incorporating quaternary carbon centers. On the basis of these, a novel metal-free carbocyanation (alkenylcyanation and acylcyanation) approach to construct functionalized nitriles incorpo-ratingβ-quaternary carbon center has been developed. In addition, the several factors influencing these chemical transforma-tions are discussed, and the possible mechanism is proposed.