Transition metal complexes in organic synthesis, part 59.(1) First enantioselective total synthesis of lavanduquinocin, a potent neuronal cell protecting substance from streptomyces viridochromogenes.
Using (R)-propene oxide as a chiral building block a convergent enantioselective synthesis of the potent neuronal cell protecting alkaloid lavanduquinocin has been accomplished by the iron-mediated one-pot construction of the carbazole framework.
Knolker
H J
HJ
Institut fur Organische Chemie, Universitat Karlsruhe, Karlsruhe, Germany. knoe@ochhades.chemie.uni-karlsruhe.de
Baum
E
E
Reddy
K R
KR
D000818:Animals; D002227:Carbazoles / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D008670:Metals / Q000737:chemistry; D008956:Models, Chemical; D008958:Models, Molecular; D009474:Neurons / Q000378:metabolism*; D018696:Neuroprotective Agents / Q000138:chemical synthesis; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism*
D002227:Carbazoles; D008670:Metals; D018696:Neuroprotective Agents; C095334:lavanduquinocin