Total synthesis of (-)-aspidospermine via diastereoselective ring-closing olefin metathesis.
An enantiocontrolled total synthesis of (-)-aspidospermine has been achieved. The key element of the strategy is the diastereoselective construction of the quaternary stereogenic center employing 1,4-asymmetric induction during the ring-closing olefin metathesis.
Fukuda
Yu-Ichi
Y
Institute for Medicinal Resources, University of Tokushima, 1-78 Sho-machi, Tokushima 770-8505, Japan.
Shindo
Mitsuru
M
Shishido
Kozo
K
D000470:Alkaloids / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry*; D003500:Cyclization; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis*; D011804:Quinolines; D013237:Stereoisomerism
D000470:Alkaloids; D000475:Alkenes; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; C091896:aspidospermine