The stereocontrolled total synthesis of (-)-O-methylpallidinine.
[reaction: see text] The stereocontrolled total synthesis of (-)-O-methylpallidinine, a naturally occurring Morphinan alkaloid with a B/C-trans-hydrophenanthrene framework, has been achieved starting from the chiral bicyclo[3.2.1]octenone building block by employing a single-step dihydrophenanthrene formation reaction as the key step.
Hanada
Keisuke
K
Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan.
Miyazawa
Norio
N
Ogasawara
Kunio
K
D001952:Bridged-Ring Compounds; D008968:Molecular Conformation; D015394:Molecular Structure; D009019:Morphinans / Q000138:chemical synthesis* / Q000737:chemistry*; D010944:Plants / Q000737:chemistry
D001952:Bridged-Ring Compounds; D009019:Morphinans; C470827:O-methylpallidinine