F. Bracher et T. Papke, TOTAL SYNTHESES AND ANTIMICROBIAL ACTIVITIES OF PYRIDINE ALKALOIDS FROM RUBIACEAE, Monatshefte fuer Chemie, 126(6-7), 1995, pp. 805-809
Pyridine alkaloids from Rubiaceae were prepared by palladium-catalyzed
cross-coupling reactions of methyl 5-bromonicotinate (6) with various
organometallic reagents. Baker's yeast reduction of the ketone 8 gave
the levorotatory alcohol (S)-1. On this basis, the naturally occuring
alcohol(+)-1 was assigned to be (R)-configurated. The alkaloids 1 and
4 show weak antimicrobial activities.