Organic Letters · 2008 · 109 citations · 18 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryCatalyst PreparationCatalytic MechanismsHeterocyclic ChemistryAmino Acid EstersResistance To Organic SolventsRuthenium-catalyzed Coupling
Aryl- and aliphatic-substituted 3-hydroxyprolines and various other amino esters are conveniently prepared by [RuCl2(p-cymene)]2-catalyzed one-pot intramolecular and intermolecular carbenoid N-H insertion reactions, respectively, and the prolines are formed with high diastereoselectivities. The catalytic reactions are tolerant toward air/moisture, and the product yields are insensitive to the organic solvents used.
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Michael P. Doyle, Larry J. Westrum, W. N. E. Wolthuis et al. · Journal of the American Chemical Society · 1993 · 282 citations
Mikel P. Moyer, Paul L. Feldman, Henry Rapoport · The Journal of Organic Chemistry · 1985 · 156 citations