1272341-23-7Relevant articles and documents
Total Synthesis of (-)-Xylogranatopyridine B via a Palladium-Catalyzed Oxidative Stannylation of Enones
Schuppe, Alexander W.,Huang, David,Chen, Yifeng,Newhouse, Timothy R.
, p. 2062 - 2066 (2018)
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 also allowed introduction of alkyl and silyl groups to the β-position of enones.
Synthesis of cyclic β-silylenones via oxidative rearrangement of tertiary α-hydroxy allylsilanes with PCC
Wu, Xia,Lei, Jian,Song, Zhen Lei
experimental part, p. 306 - 309 (2012/01/14)
An oxidative rearrangement of cyclic tertiary α-hydroxy allylsilanes has been carried out in refluxing ClCH2CH2Cl with pyridinium chlorochromate (PCC). The reaction provides a convenient method to synthesize cyclic β-silylenones in m
