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Trost, Barry M.; Hung, Chao‐I (Joey); Mata, Guillaume
Angewandte Chemie International Edition, March 9, 2020, Letnik: 59, Številka: 11Journal Article
The ProPhenol ligand is a member of the chiral aza‐crown family that spontaneously forms a bimetallic complex upon treatment with alkyl metal reagents, such as Et2Zn and Bu2Mg. The resulting complex features Lewis acidic and Brønsted basic sites, enabling simultaneous activation of both nucleophile and electrophile in the same chiral environment. Since the initial report in 2000, metal‐ProPhenol catalysts have been used to facilitate a broad range of asymmetric transformations, including aldol, Mannich, and Henry reactions, as well as alkynylations and conjugation additions. By promoting such a diverse array of reactions, these complexes provide rapid and atom‐economical access to valuable complex building blocks. In this Review, we describe in detail the development and synthetic applications of these versatile catalysts with a special focus on recent efforts to improve reactivity and selectivity through ligand design and structural modification. Dinuclear metal‐ProPhenol complexes are versatile catalysts that have been used to facilitate a broad range of asymmetric transformations, including aldol, Mannich, Henry reactions, alkynylation and conjugation additions. Moreover, many of the reported processes have been directly employed in the syntheses of natural products and other biologically active molecules.
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