Ontology highlight
ABSTRACT:
SUBMITTER: Schuppe AW
PROVIDER: S-EPMC6499388 | biostudies-literature | 2018 Feb
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20180205 6
We report a total synthesis of the pyridine-containing limonoid alkaloid (-)-xylogranatopyridine B in 11 steps from commercially available dihydrocarvone. The central pyridine ring was assembled by a late-stage fragment coupling approach employing a modified Liebeskind pyridine synthesis. One fragment was prepared by an allyl-palladium catalyzed oxidative enone β-stannylation, in which the key bimetallic β-stannyl palladium enolate intermediate undergoes a β-hydride elimination. This methodology ...[more]