Chiral binaphthyldiimine-Ni(II)-catalyzed asymmetric 1,3-dipolar cycloaddition reactions between acyclic carbonyl ylides generated from donor–acceptor oxiranes and aldehydes are reported. Both aromatic and aliphatic aldehydes could be used as dipolarophiles, providing cis-1,3-dioxolanes with high diastereo- and enantioselectivities. On the basis of mechanistic studies, a monomeric chiral Ni(II) complex was hypothesized to act as the active species for the cycloaddition. The high levels of asymmetric induction are satisfactorily explained by a concerted-asynchronous endo Si-face approach of the aldehyde.

中文翻译：

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手性联萘二亚胺-Ni(II) 配合物催化无环羰基叶立德与醛的不对称环加成反应：1,3-二氧戊环的对映选择性合成和通过 DFT 计算进行的机理研究

手性联萘二亚胺-Ni(II) 催化的不对称 1,3-偶极环加成反应在由供体-受体环氧乙烷和醛生成的无环羰基叶立德之间进行。芳香族和脂肪族醛都可以用作亲偶极体，提供具有高非对映选择性和对映选择性的顺式-1,3-二氧戊环。在机理研究的基础上，假设单体手性 Ni(II) 配合物作为环加成的活性物质。高水平的不对称诱导可以通过醛的协同异步endo Si面方法得到令人满意的解释。