European Journal of Organic Chemistry · 2013 · 11 citations · 32 references
Diversity Oriented SynthesisNatural Product SynthesisBioorganic ChemistryEngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisOrganic ChemistryA Stereoselective SynthesisStereoselective SynthesisPharmacologySpirolactam FragmentPharmaceutical ChemistrySynthetic ChemistryBiomolecular EngineeringSharpless Asymmetric Epoxidation
Abstract A stereoselective synthesis of the spirolactam fragment (C31–C41) of a highly‐potent immunosuppressant sanglifehrin A is described. The key steps involved in this synthesis are a desymmetrization protocol, Sharpless asymmetric epoxidation, Crimmins syn aldol reaction, Barton–McCombie deoxygenation, and acid‐mediated spirolactamization.
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D. B. DESS, J. C. Martin · Journal of the American Chemical Society · 1991 · 2.1K citations
Selective Oxidation, Chemical Measurement, Bioorganic Chemistry +14