Concise, enantioselective total synthesis of (-)-alstonerine.
A novel enantioselective total synthesis of (-)-alstonerine has been completed that requires only 15 steps from L-tryptophan. The synthesis features the first application of a Pauson-Khand reaction to synthesize an azabridged bicyclic skeleton. [reaction: see text]
Miller
Kenneth A
KA
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA.
Martin
Stephen F
SF
D000470:Alkaloids / Q000138:chemical synthesis*; D001372:Aza Compounds / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D008956:Models, Chemical; D013237:Stereoisomerism; D014364:Tryptophan / Q000737:chemistry
D000470:Alkaloids; D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D026121:Indole Alkaloids; C510442:alstonerine; D014364:Tryptophan