13375-26-3Relevant academic research and scientific papers
High-yielding and rapid carbon-carbon bond formation from alcohols: Allylation by means of TiCl4
Hassner, Alfred,Bandi, Chennakesava Reddy
, p. 1275 - 1279 (2013/07/11)
TiCl4 efficiently promotes high yield (80-99%) replacement of OH in tertiary, benzylic, and allylic alcohols, and even nonactivated secondary alcohols, by an allyl group. The reaction usually proceeds within minutes at room temperature. Georg Thieme Verlag Stuttgart. New York.
InCl3-catalyzed cross-coupling of alkyl trimethylsilyl ethers and allylsilanes via an in situ derived combined lewis acid of InCl3 and Me3SiI
Saito, Takahiro,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
, p. 8588 - 8590 (2008/02/12)
(Chemical Equation Presented) Direct Csp3-Csp3 coupling of various aliphatic trimethylsilyl ethers and allylsilanes is effectively catalyzed by InCl3 and I2. The transformation is thought to involve an in situ-derived combined Lewis acid of InCl3 and Me3SiI. The reaction can be used for the construction of quaternary-quaternary and quaternary-tertiary carbon-carbon bonds. This system enabled a highly chemoselective coupling to be conducted with a trimethylsilyl ether including an aryl halide moiety. Furthermore, couplings were possible using an alkynyltri-methylsilane and a trimethylsilyl ketene acetal.
ONE ELECTRON C-C BOND FORMING REACTIONS VIA ALLYLSTANNANES: SCOPE AND LIMITATIONS
Keck, Gary E.,Enholm, Eric J.,Yates, John B.,Wiley, Michael R.
, p. 4079 - 4094 (2007/10/02)
Free radical (or "one-electron") methodology for carbon-carbon bond forming reactions using allylstannanes is described in detail.Such reactions have the advantages of tolerating quite complex functionality in the substrate and of being nearly stoichiometric in reagents, and not requiring extensive experimentation for application to new substrates.
