Catalytic AsymmetricTotal Syntheses of (−)-Galanthamineand (−)-Lycoramine
2019
The
catalytic asymmetric total syntheses of the biologically important
and therapeutically valuable Amaryllidaceae alkaloids
(−)-galanthamine and (−)-lycoramine have been divergently
achieved from commercially available 3-butyn-1-ol. A newly developed
spirocyclic pyrrolidine (SPD)-catalyzed enantioselective Robinson
annulation rapidly constructs the key cis-hydrodibenzofuran
core, which bears an all-carbon quaternary stereocenter of the target
molecules with an excellent stereoselective control. Additionally,
the current asymmetric synthetic strategy provides an alternative
approach toward the syntheses of (−)-galanthamine and its analogues.
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