Enantiodivergence is an important concept in asymmetric catalysis that enables access to both enantiomers of a product relying on the same chiral source. This strategy is particularly appealing as an alternate approach when only one enantiomer of the required chiral ligand is readily accessible but both enantiomers of the product are desired. Despite their potential significance, general catalytic methods to induce reversal in enantioselectivity remain underdeveloped. Herein we report our studies focused on elucidating the origin of enantioselectivity reversal in Lewis acid-catalyzed Michael additions relying on the same enantiomer of ligand as the chiral source. Our results provide a detailed mechanistic understanding of this transformation based on experimental and computational investigations which reveal the important interplay between kinetics and thermodynamics responsible for the observed enantiodivergence.

中文翻译：

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依赖相同手性源的路易斯酸催化的迈克尔加成中对映选择性逆转的起源

对映发散是不对称催化中的重要概念，其使得能够获得依赖于相同手性来源的产物的两种对映体。当仅需要的手性配体的一种对映异构体容易获得但产物的两种对映异构体均是需要时，该策略作为一种替代方法特别有吸引力。尽管具有潜在的重要性，但诱导对映选择性逆转的通用催化方法仍未得到开发。在这里，我们报道我们的研究集中在阐明依赖于相同的配体对映体作为手性来源的路易斯酸催化的迈克尔加成反应中对映选择性逆转的起源。