311312-20-6Relevant articles and documents
Vinyldimethylphenylsilanes as safety catch silanols in fluoride-free palladium-catalyzed cross-coupling reactions
Anderson, James C.,Munday, Rachel H.
, p. 8971 - 8974 (2007/10/03)
A series of five structurally diverse vinyldimethylphenylsilanes have been shown to undergo a fluoride-free one-pot palladium-catalyzed cross-coupling reaction with phenyl iodide to give ipso coupled products in 62-86% yield. The limitations of this present protocol lie in the activation of Si-Ph vs protodesilylation by KOTMS/18-C-6, which seems sensitive to the sterics of cis substituents, but not geminal substituents.
Strategies for protodesilylation of C-2 trialkylsilyl terminal alkenes
Anderson, James C.,Flaherty, Alice
, p. 3025 - 3027 (2007/10/03)
The mild and high yielding protodesilylation of C-2 trialkylsilyl terminal alkenes can be effected via a hydroboration-Peterson elimination protocol or, in the case of the phenyldimethylsilyl analogues, a one pot procedure using t-BuOK-18-C-6-TBAF can be used. The Royal Society of Chemistry 2000.