Synthesis of (-)-9,10-epi-stemoamide.
An efficient synthesis of (-)-9,10-epi-stemoamide has been accomplished in nine steps and 13% overall yield. The synthesis features a lithium hydroxide-promoted fragmentation and an intramolecular 7-exo-trig radical cyclization.
Khim
Seock-Kyu
SK
Department of Chemistry, Rensselaer Polytechnic Institute, Troy, New York 12180, USA. seock-kyu_khim@berlex.com
Schultz
Arthur G
AG
D000470:Alkaloids / Q000138:chemical synthesis*; D002384:Catalysis; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry; D041901:Stemonaceae / Q000737:chemistry; D013237:Stereoisomerism
C493616:9,10-epi-stemoamide; D000470:Alkaloids; D006575:Heterocyclic Compounds, 3-Ring