Journal of the American Chemical Society · 2007 · 118 citations · 6 references
Natural SciencesChemistryCatalysisOrganic ChemistryCatalytic MechanismsCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAsymmetric Heterocycle SynthesisEnantioselective SynthesisHeterocycle FunctionalizationPhosphoramidite ChemistryPyrrolidine SynthesisTransition Metal-catalyzed SynthesisTransition-metal-catalyzed FunctionalizationTransition-metal-catalyzed Heterocycle Synthesis
The transition metal-catalyzed trimethylenemethane [3+2] cycloaddition provides a direct route to functionalized heterocycles. Herein, we describe a catalytic, asymmetric protocol for the reaction between 3-acetoxy-2-trimethylsilylmethyl-1-propene and various imines. The corresponding pyrrolidines were obtained in excellent yields and enantioselectivities making use of the novel phosphoramidite L10 .
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Shigeru Yamago, Masaharu Nakamura, Xiao Qun Wang et al. · The Journal of Organic Chemistry · 1998 · 50 citations