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Gelsemine: A Thought‐Provoking Target for Total Synthesis
Author(s) -
Lin Hong,
Danishefsky Samuel J.
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200390048
Subject(s) - moiety , pyrrolidine , tetrahydropyran , oxindole , bicyclic molecule , total synthesis , stereochemistry , ring (chemistry) , chemistry , organic chemistry , catalysis
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.