3482-63-1Relevant articles and documents
Highly Discriminative and Chemoselective Deprotection/Transformations of Acetals with the Combination of Trialkylsilyl Triflate/2,4,6-Collidine
Ohta, Reiya,Matsumoto, Nao,Ueyama, Yoshifumi,Kuboki, Yuichi,Aoyama, Hiroshi,Murai, Kenichi,Arisawa, Mitsuhiro,Maegawa, Tomohiro,Fujioka, Hiromichi
, p. 6432 - 6443 (2018/05/30)
Acetals are the most useful protecting groups for carbonyl functional groups. In addition to the role of protection, they can also be used as synthons of carbonyl functions. Previously, we developed a chemoselective deprotection and nucleophilic substitution of acetals from aldehydes in the presence of ketals. This article describes the highly discriminative and chemoselective transformations of acetals bearing different substitution patterns, different types of acetals, as well as mixed acetals. These reactions can achieve the transformations that cannot be attained by conventional methods, and their results strongly suggest the combination of R3SiOTf/2,4,6-collidine to promote such unprecedented phenomena.
A triruthenium carbonyl cluster bearing a bridging acenaphthylene ligand: An efficient catalyst for reduction of esters, carboxylic acids, and amides by trialkylsilanes
Matsubara, Kouki,Iura, Takafumi,Maki, Tomoyuki,Nagashima, Hideo
, p. 4985 - 4988 (2007/10/03)
An efficient reduction of carboxylic acids, esters, and amides with trialkylsilanes is accomplished using a triruthenium carbonyl cluster bearing a bridging acenaphthylene ligand, (μ3,η2:η3:η5 -acenaphthylene)Ru3(CO)7, as the catalyst. Preactivation of the catalyst by hydrosilanes accelerates the reactions. Sterically small trialkylsilanes are effective in these reactions. Reduction of carboxylic acids and amides efficiently produces the corresponding silyl ethers and amines, respectively. Reduction of esters gives a mixture of silyl and alkyl ethers, but can be controlled by changing the silanes and solvents.
A Novel Method for the Preparation of Ethers from Carbonyl Compounds with Benzenetellurol Catalyzed by ZnI2
Nagakawa, Keiichi,Osuka, Masahiro,Sasaki, Kazuaki,Aso, Yoshio,Otsubo, Tetsuo,Ogura, Fumio
, p. 1331 - 1334 (2007/10/02)
Benzenetellurol is shown to behave as an effective reagent for the reductive conversion of carbonyl compounds into unsymmetrical ethers under the catalytic influence of ZnI2.
