164073-53-4Relevant academic research and scientific papers
Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals
Ito, Suguru,Hayashi, Akira,Komai, Hirotomo,Yamaguchi, Hitoshi,Kubota, Yoshihiro,Asami, Masatoshi
experimental part, p. 2081 - 2089 (2011/04/19)
A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity.
Utilization of tetrabutylammonium triphenyldifluorosilicate as a fluoride source for silicon-carbon bond cleavage
Pilcher, Anthony S.,DeShong, Philip
, p. 6901 - 6905 (2007/10/03)
Tetrabutylammonium triphenyldifluorosilicate (TBAT) can be employed as a fluoride source to cleave silicon-carbon bonds thus generating in situ carbanions that coupled with a variety of electrophiles, including aldehydes and ketones, in moderate to high yields. Among the examples reported is the first instance of fluoride-induced intermolecular coupling between allyltrimethylsilane and imine derivatives. Also, of particular note is the TBAT-initiated coupling of primary alkyl halides with allyltrimethylsilane. TBAT is an easily handled crystalline solid that has several advantages over tetrabutylammonium fluoride (TBAF) as a fluoride source; it is anhydrous, nonhygroscopic, soluble in most commonly used organic solvents, and less basic than TBAF.
Chlorotrimethylsilane-Acetonitrile System as a New Promoter for Carbonyl Allylation by Diallyldibutyltin
Yasuda, Makoto,Fujibayashi, Tatsuya,Shibata, Ikuya,Baba, Akio,Matsuda, Haruo,Sonoda, Noboru
, p. 167 - 168 (2007/10/02)
Chlorotrimethylsilane combined with acetonitrile has characteristically promoted allylation of carbonyl compounds by diallyldibutyltin to produce a variety of homoallyl silyl ether in good yields, while the addition of HMPA or LiCl disturbed the allylatio
