Gelsemine: a thought-provoking target for total synthesis.
Gelsemine and 21-oxogelsemine have been synthesized through several routes. This Review focuses on the comparison of the different strategies to assemble the bicyclo[3.2.1]octane core, to introduce the bridgehead quaternary C20 to form the pyrrolidine moiety, to construct the oxindole residue, and to close the tetrahydropyran ring en route to gelsemine.
Lin
Hong
H
Bioorganic Laboratory, Sloan-Kettering Institute for Cancer Research, New York, NY 10021, USA.
Danishefsky
Samuel J
SJ
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D031450:Gelsemium / Q000737:chemistry; D015394:Molecular Structure; D055668:Photochemical Processes
D000470:Alkaloids; C063230:gelsemine