Angewandte Chemie · 2017 · 41 citations · 70 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalytic MaterialsCatalytic MechanismsDiversity-oriented SynthesisOrganic SynthesisAsymmetric Heterocycle SynthesisEnantioselective CatalysisEnantioselective SynthesisEnantioselectivityMild Reaction ConditionsRegioselectivityTertiary Centers
Abstract An unprecedented highly regio‐ and enantioselective rhodium‐catalyzed addition of 1,3‐diketones to terminal and 1,1‐disubstituted allenes furnishing asymmetric tertiary and quaternary all‐carbon centers is reported. By applying a Rh I /phosphoramidite/TFA catalytic system under mild conditions, the desired chiral branched α‐allylated 1,3‐diketones could be obtained in good to excellent yields, with perfect regioselectivity and in high enantioselectivity. The reaction shows a broad functional‐group tolerance on both reaction partners highlighting its synthetic potential.
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The Atom Economy—A Search for Synthetic Efficiency
Enantio- and Diastereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes
Simon Krautwald, David Šarlah, Michael A. Schafroth et al. · Science · 2013 · 930 citations