4.8 Article

Asymmetric Catalytic Meerwein-Ponndorf-Verley Reduction of Ketones with Aluminum(III)-VANOL Catalysts

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ACS CATALYSIS
卷 10, 期 13, 页码 7188-7194

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AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c01734

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asymmetric catalysis; asymmetric ketone reduction; MPV; aluminum; VANOL; 2-propanol

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We report herein an efficient aluminum-catalyzed asymmetric MPV reduction of ketones with broad substrate and excellent yields and enantiomeric inductions. A variety of aromatic (both electron-poor and electron-rich) and aliphatic ketones were converted to chiral alcohols in good yields with high enantioselectivities (26 examples, 70-98% yield and 82-99% ee). This method operates under mild conditions (-10 degrees C) and low catalyst loading (1-5 mol %). Furthermore, this process is catalyzed by the earth-abundant main-group element aluminum and employs 2-propanol as the hydride source.

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