Chemical Science · 2017 · 37 citations · 46 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsHeterocycle SynthesisOrganic SynthesisChiral Auxiliary DesignChiral Catalyst DesignPalladium CatalystsReaction Mechanism DerivationReaction Mechanism ElucidationReactivityStereoselective Reaction Design
)-H bonds with excellent levels of stereoselectivity (a diastereomeric ratio of up to 39 : 1), which allowed the construction of a wide range of oxaspirocycles. Mechanistic investigations were also conducted to elucidate the reaction mechanism and understand the origin of the diastereoselectivity. DFT calculations suggest that only modest levels of diastereoselectivity are accomplished at the rate-determining C-H metalation-deprotonation step and the d.r. is further enriched at the reductive elimination step.
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