Functional Group Manipulations

Synthesis Characterization Intramolecular cyclization Optimization Cyclization Stereocontrol Purification Starting Material Retrosynthetic analysis Purification and characterization Final steps Stereochemistry Control Starting Materials Purification and Isolation Purification and Analysis Safety Work-up and purification Macrocyclization De-Protection Ring-Closing Metathesis (RCM) Synthesis of Key Fragments Ring Expansion Isolation of Precursors Elaboration of the Side Chains Role in the Biosynthesis of Eudesmane Sesquiterpenes Oxidation and Reduction Further Elaboration Choice of Starting Materials Protection of Amine Group Verification Iterative RCM Formation of the B-Ring β-Lactams Identify Key Alstonia Alkaloids Sequential Cycloaddition Overall Yield and Optimization Design and Synthesis of the Diene Cyclozirconation Formation of the A-Ring Oxidation of the B-Ring Introduction of chiral center Enzyme-catalyzed steps Activation of the Carbonyl Group Diketene Diethyl 3-acetyl-4-oxoazetidine-2,2-dicarboxylates