Synlett · 2004 · 38 citations · 0 references
EngineeringAlkene MetathesisNatural SciencesDiversity-oriented SynthesisOrganic ChemistryRing Closing MetathesisCatalysisEnantioselective Total SynthesisChemistrySynthetic ChemistryStereoselective SynthesisPharmacologyVinyl Copper ReagentEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
An enantioselective synthesis of (-)-stemoamide has been achieved in 14 steps starting from pyroglutamyl alcohol in ca. 7% overall yield. The key steps in the strategy are a conjugate addition of a vinyl copper reagent and a ring closing metathesis (RCM) reaction to form the seven-membered ring.