37980-77-1Relevant academic research and scientific papers
Palladium-Catalyzed Siloxycyclopropanation of Alkenes Using Acylsilanes
Sakurai, Shun,Inagaki, Tetsuya,Kodama, Takuya,Yamanaka, Masahiro,Tobisu, Mamoru
supporting information, p. 1099 - 1105 (2022/02/05)
Currently, catalytically transferable carbenes are limited to electron-deficient and neutral derivatives, and electron-rich carbenes bearing an alkoxy group (i.e., Fischer-type carbenes) cannot be used in catalytic cyclopropanation because of the lack of appropriate carbene precursors. We report herein that acylsilanes can serve as a source of electron-rich carbenes under palladium catalysis, enabling cyclopropanation of a range of alkenes. This reactivity profile is in sharp contrast to that of metal-free siloxycarbenes, which are unreactive toward normal alkenes. The resulting siloxycyclopropanes serve as valuable homoenolate equivalents, allowing rapid access to elaborate β-functionalized ketones.
Palladium- or Platinum-Catalyzed Novel Double Silylation of α-Diketones or a Benzoylformate with Hexamethyldisilane Affording 1,2-Bis(siloxy)ethenes or a Double Silylated Tartrate Derivative
Yamashita, Hiroshi,Reddy, Prabhakar,Tanaka, Masato
, p. 315 - 318 (2007/10/02)
α-Diketones (benzil, methyl phenyl diketone, acenaphthenequinone, camphorquinone) reacted with hexamethyldisilane in the presence of a Pd or Pt catalyst (PdCl2(PMe3)2, Pt2(dba)3-P(OCH2)3CEt, etc.) to give the corresponding 1,2-bis(trimethylsiloxy)ethenes in excellent to moderate yields, while methyl benzoylformate provided dimethyl 2,3-diphenyl-2,3-bis(O-trimethylsilyl)tartrate.
