42068-12-2Relevant academic research and scientific papers
Immobilization of Heteroleptic Bis(oxazoline) Zinc Catalysts on SBA-15 for Asymmetric Hydrosilylation
Le Roux, Erwan,De Mallmann, Aimery,Merle, Nicolas,Taoufik, Mostafa,Anwander, Reiner
, p. 5146 - 5154 (2015)
The C2-symmetric bis(oxazoline)s (4S,4S)-R1-BOX, with R1 = tBu and Ph, react with ZnEt2 straightforwardly to the four-coordinate complexes ((4S,4S)-R1-BOX)ZnEt2 in high yield. Their immobil
Synthetic Versatility of Lipases: Application for Si-O Bond Formation and Cleavage
Brondani, Patrícia Bulegon,Mittersteiner, Mateus,Voigt, Morgana Aline,Klinkowski, Bruna Heloisa,Riva Scharf, Dilamara,De Jesus, Paulo Cesar
, p. 477 - 485 (2019/01/10)
Several commercially available lipases were examined in a study on O-Si bond formation and cleavage applying silicon-based protecting groups and alcohols or the corresponding silyl ethers. With regard to deprotection, from silyl ether to the corresponding alcohol, only the solvent and the lipase were necessary. The influence of the protecting group, the lipase source, and the substituent was investigated to optimize the results. The TMS moiety could be removed in 24 hours of reaction at room temperature in aqueous systems (conv. up to 99%, depending on the substrate and lipase). The reverse reactions, that is, with the protection of the alcohols, were carried out in hexane using different silyl chlorides. The TMS, TES, and TBS moieties were successfully inserted in the primary and secondary alcohols without the need for dry conditions or an inert atmosphere, presenting conversions of up to 99%, depending on the substrate.
A highly enantioselective hydrogenation of silyl enol ethers catalyzed by chiral frustrated lewis pairs
Wei, Simin,Du, Haifeng
, p. 12261 - 12264 (2014/10/16)
Using a simple combination of tri-tert-butylphosphine and chiral borane generated in situ by the hydroboration of chiral diene with HB(C 6F5)2 as a frustrated Lewis pair catalyst, a highly enantioselective metal-free hydrogenation of silyl enol ethers was successfully realized to furnish a variety of optically active secondary alcohols in 93-99% yields with 88->99% ees.
BINOL-linked 1,2,3-triazoles: An unexpected fluorescent sensor with anion-π interaction for iodide ions
Wang, Cai-Yun,Zou, Jin-Feng,Zheng, Zhan-Jiang,Huang, Wei-Sheng,Li, Li,Xu, Li-Wen
, p. 54256 - 54262 (2015/02/05)
A new family of cyclic and acyclic BINOL-derived triazoles has been prepared for the organocatalytic silylation and subsequent use of fluorescent sensors, in which this type of receptor can unexpectedly recognize I- with good selectivity. The spectral analysis, including UV and NMR titrations, demonstrated that the anion-π interaction of I- to the triazole ring was responsible for the formation of a weak charge-transfer complex. This journal is
Iron-catalysed reduction of olefins using a borohydride reagent
Carter, Tom S.,Guiet, Lea,Frank, Dominik J.,West, James,Thomas, Stephen P.
supporting information, p. 880 - 884 (2013/05/08)
The iron-catalysed reduction of olefins has been achieved using a simple iron salt and sodium triethylborohydride. A wide range of mono- and trans-1,2-disubstituted alkenes have been reduced (91-100%) using 25 mol% iron(II) triflate, 1 mol% N-methyl-2-pyrrolidinone and 4 equivalents of sodium triethylborohydride. The reduction of alkynes to alkanes is also reported (up to 84%). Significantly, the reduction of trisubstituted alkenes has also been achieved (60-86%). Copyright
A chiral-anion generator: Application to catalytic desilylative kinetic resolution of silyl-protected secondary alcohols
Yan, Hailong,Jang, Hyeong Bin,Lee, Ji-Woong,Kim, Hong Ki,Lee, Soon Won,Yang, Jung Woon,Song, Choong Eui
supporting information; experimental part, p. 8915 - 8917 (2011/02/21)
Getting the grips on fluoride: Chiral hydroxy-terminated polyethers bearing a 3,3′-halogen-substituted chiral 1,1′-bi-2-naphthol (BINOL) unit manifest a new structural motif for chiral-anion generators. Their unique properties are revealed through highly enantioselective desilylative kinetic resolution of a variety of silyl-protected racemic alcohols with KF (see scheme).
