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- W2166421534 abstract "Abstract Various trivalent rare earth-chiral phosphate complexes [ (R)-1 -RE, (R)-3 -RE, and (R)-4 -Ce] were prepared and evaluated as a Lewis acid catalyst for the asymmetric hetero-Diels–Alder reaction of aldehydes with the Danishefsky's diene. Some of them effectively promoted the reaction at room temperature in the presence or absence of achiral additives under homogeneous conditions to afford the corresponding cycloadducts with high ee's (up to 99% ee). During these reactions, remarkably high asymmetric amplifications (positive nonlinear effects) were observed as the first example in the metal ion–chiral ligand 1:3 catalytic system. A scandium catalyst bearing the H8-BNP ligand, (R)-3 -Sc, could be recovered after the reaction and successfully reused for the next round of reactions. In addition, the hetero-Diels–Alder reaction of α-keto esters was effectively catalyzed by the ytterbium complex, (R)-1 -Yb, without any additives thus producing the asymmetric quaternary carbon in excellent enantioselectivities (up to >99% ee)." @default.
- W2166421534 created "2016-06-24" @default.
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- W2166421534 date "2003-12-01" @default.
- W2166421534 modified "2023-10-02" @default.
- W2166421534 title "Chiral rare earth organophosphates as homogeneous Lewis acid catalysts for the highly enantioselective hetero-Diels–Alder reactions" @default.
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- W2166421534 doi "https://doi.org/10.1016/j.tet.2003.06.011" @default.
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