113002-63-4Relevant academic research and scientific papers
The influence of α-coordinating groups of aldehydes on E/Z-selectivity and the use of quaternary ammonium counter ions for enhanced E-selectivity in the Julia–Kocienski reaction
Rehman, Mintu,Surendran, Sravya,Siddavatam, Nagendra,Rajendar, Goreti
supporting information, p. 329 - 333 (2022/01/20)
Modified reaction conditions for improved E-selectivity of olefins in the Julia–Kocienski reaction of aldehydes having α-coordinating substituents are demonstrated. The chelating groups in aldehydes are expected to stabilize the syn-transition state with metal ions, whereas the weakly coordinating quaternary ammonium ions are devoid of all possible chelating interactions to enhance E-selectivity. A systematic investigation is presented to study the size of the neighbouring protecting groups of aldehydes and their chelation effect on E/Z-selectivity in the Julia–Kocienski reaction.
Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor
Lonca, Geoffroy Hervé,Ong, Derek Yiren,Tran, Thi Mai Huong,Tejo, Ciputra,Chiba, Shunsuke,Gagosz, Fabien
, p. 11440 - 11444 (2017/09/11)
A protocol for the anti-Markovnikov hydrofunctionalization of alkenes has been developed by the use of a benzyl group as a traceless redox-active hydrogen donor. Under copper catalysis and in the presence of CF3- or N3-containing hyp
Diastereoselective oxidative α-amination of aliphatic aldehydes catalyzed by iodine: Synthesis of syn-γ-hydroxy-α-amino acetals
Zhang, Yun-Xiao,Zhang, An-Qi,Tian, Jie-Sheng,Loh, Teck-Peng
, p. 8387 - 8394 (2013/12/04)
Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective a
Iron(III) chloride-catalyzed convenient one-pot synthesis of homoallyl benzyl ethers starting from aldehydes
Watahiki, Tsutomu,Akabane, Yusuke,Mori, Seiji,Oriyama, Takeshi
, p. 3045 - 3048 (2007/10/03)
(Matrix presented) Iron(III) chloride-catalyzed effective allylation reactions of acetals with allyltrimethylsilane proceeded smoothly in high to excellent yields. In addition, this method could be applied to the one-pot synthesis of homoallyl benzyl ethe
Novel reactions of ethylene acetals with silyl-substituted nucleophiles. A mild and efficient procedure for the synthesis of homoallyl alkyl ethers and unsymmetrical dialkyl ethers
Suzuki, Takeshi,Oriyama, Takeshi
, p. 1263 - 1269 (2007/10/03)
Efficient one-pot synthesis of homoallyl alkyl ethers and dialkyl ethers was performed by the allylation and reduction of ethylene acetals with allyltrimethylsilane and t-butyldimethylsilane, respectively, in the presence of alkoxytrimethylsilane.
