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Chiral Ruthenium PNNP Complexes of Non-Enolized 1,3-Dicarbonyl Compounds: Acidity and Involvement in Asymmetric Michael Addition

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https://figshare.com/articles/dataset/Chiral_Ruthenium_PNNP_Complexes_of_Non_Enolized_1_3_Dicarbonyl_Compounds_Acidity_and_Involvement_in_Asymmetric_Michael_Addition/3075463
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The chiral complexes [Ru(2)(PNNP)]2+ (4a) and [Ru(3)(PNNP)]2+ (4b), containing the non-enolized 1,3-dicarbonyl compounds 2-((tert-butoxy)carbonyl)cyclopentanone (2) or α-acetyl-N-benzyl-δ-valerolactam (3), were deprotonated to the enolato complexes 5a,b. Complex 4a has a pseudo-aqueous pKa value of 4.6 ± 0.5 (with pKa(Ph3PH+) = 2.7 as reference) and catalyzes the 1,4-addition of 2 to methyl vinyl ketone with up to 79% ee.
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2016-03-01
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