A new synthetic method for an indolizidine skeleton by C-N bond formation via a pi-allylpalladium complex.
Pd(0)-catalyzed intramolecular cyclic reaction via a pi-allylpalladium complex provided an indolizidine skeleton in satisfactory high and reproducible yields by using allylic compound having an acetoxyl group as a leaving group. These results must be available for syntheses of various functional indolizidine alkaloids.
Yamada
Yaeko
Y
School of Pharmaceutical Sciences, Kitasato University, Minato-ku, Tokyo 108-8641, Japan. konday@pharm.kitasato-u.ac.jp
Takahashi
Wakako
W
Asada
Yoshihisa
Y
Holiuchi
Junko
J
Takeda
Kazuyoshi
K
Harigaya
Yoshihiro
Y
D000470:Alkaloids / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D007212:Indolizines / Q000138:chemical synthesis*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis*; D010165:Palladium / Q000737:chemistry*
D000470:Alkaloids; D007212:Indolizines; D009942:Organometallic Compounds; D010165:Palladium