170233-07-5Relevant academic research and scientific papers
n-Butyllithium as a highly efficient precatalyst for cyanosilylation of aldehydes and ketones
Kang, Zihan,Wang, Yuhong,Xu, Xiaojuan,Xue, Mingqiang,Zhang, Wenxuan,Zhou, Shuai,Zhu, Xu
supporting information, p. 7432 - 7437 (2021/09/07)
A highly efficient cyanosilylation protocol mediated by the easily availablen-BuLi with a wide range of aldehydes and ketones was developed. This protocol features excellent yields with very lown-BuLi loadings (0.01-0.05 mol%) at room temperature, solvent
Robust and efficient, yet uncatalyzed, synthesis of trialkylsilyl-protected cyanohydrins from ketones
Cabirol, Fabien L.,Lim, Angela E. C.,Hanefeld, Ulf,Sheldon, Roger A.,Lyapkalo, Ilya M.
, p. 2446 - 2449 (2008/09/19)
(Chemical Equation Presented) High-yielding cyanosilylation of ketones with NaCN and various chlorotrialkylsilanes in DMSO proceeds smoothly without catalysis to give silyl-protected ketone cyanohydrins. The unique role of DMSO consists in rendering naked
Dodecatungestophosphoric acid (H3PW12O40) as a solid green Br?nsted acid catalyzes high yielding and efficient trimethylcyanosylilation reactions of aldehydes and ketones by trimethylsilyl cyanide
Firouzabadi, Habib,Iranpoor, Nasser,Jafari, Abbas Ali
, p. 1556 - 1559 (2007/10/03)
An efficient solvent-free method is described for the addition of TMSCN to carbonyl groups employing dodecatungestophosphoric acid (H3PW 12O40) as a heterogeneous and environmentally benign catalyst. By this method, aromat
Iodine as novel reagent for the 1,2-addition of trimethylsilyl cyanide to ketones including α,β-unsaturated ketones
Yadav,Reddy,Reddy, M. Sridhar,Prasad
, p. 9703 - 9706 (2007/10/03)
Molecular iodine is found to catalyze efficiently the addition of trimethylsilyl cyanide to a range of simple and functionalized ketones under very mild and convenient conditions to afford the corresponding cyanohydrin trimethylsilyl ethers in excellent y
A new lithium alkoxide accelerated diastereoselective cyanation of ketones
Wilkinson, H. Scott,Grover, Paul T.,Vandenbossche, Charles P.,Bakale, Roger P.,Bhongle, Nandkumar N.,Wald, Stephen A.,Senanayake, Chris H.
, p. 553 - 556 (2007/10/03)
(Matrix presented) A remarkably general lithium heteroatom assisted TMSCN or TBSCN addition to aldehydes and ketones has been discovered. The process provides excellent selectivities and high rates. Conformationally constrained ketones such as camphor, fenchone, and nopinone give excellent diastereoselectivities with TMSCN. Reduction of 2 provided diastereopure amino alcohol 3 in good yield. α- and β-Methyl cyclohexanones with TBSCN-LiOR afford high diastereoselectivities and yields.
Calcined MgAlCO3-HT catalysed cyanosilylation of carbonyl compounds and nucleophilic ring opening of oxiranes using TMSCN
Choudary,Narender,Bhuma
, p. 2829 - 2836 (2007/10/02)
Nucleophilic addition of TMSCN to carbonyl compounds is found to be catalysed efficiently using hydrotalcite as a solid base. The catalyst is also found to be active in the nucleophilic ring opening of oxiranes giving high regioselectivity.
Bacteriorhodopsin. The influence of the cyclohexene-ring methyls
Courtin, J. M. L.,Verhagen, L.,Biesheuvel, P. L.,Lugtenburg, J.,Bend, R. L. van der,Dam, K. van
, p. 112 - 119 (2007/10/02)
Four ring-demethylated retinals, viz. 1,1',5-tridemethylretinal, 1,1'-didemethylretinal, 1,5-didemethylretinal and 1-demethylretinal, have been synthesized via new and simple schemes.The properties of these modified retinals, their protonated Schiff bases and the corresponding bacteriorhodopsins have been studied and compared with the native system.These bacteriorhodopsin analogues have also been tested for their proton-pump efficiencies.A large decrease in proton-pump activity was found for the analogues lacking the 5-methyl group.On the whole, the opsin shifts of the modified bacteriorhodopsins were much lower than those of the native system.UV-Vis and 1H NMR data support a planar 6-s-trans conformation for the demethylated retinals in solution rather than a twisted 6-s-cis conformation (torsion angle 40-60 deg) as found in retinal.This explains the lower opsin shift and the better fit of these demethylated retinals in bacteriorhodopsin's binding site, which, in its native form, contains a 6-s-trans chromophore.
