2619-22-9Relevant academic research and scientific papers
General Strategy for Stereoselective Synthesis of β- N-Glycosyl Sulfonamides via Palladium-Catalyzed Glycosylation
Dai, Yuanwei,Zheng, Jianfeng,Zhang, Qiang
supporting information, p. 3923 - 3927 (2018/07/21)
A highly efficient and mild glycosylation reaction between 3,4-O-carbonate glycal and N-tosyl functionalized aliphatic and aromatic amines via palladium-catalyzed decarboxylative allylation is disclosed. A wide range of highly functionalized 2,3-unsaturat
Microwave-enhanced rhodium-catalyzed [2+2+2] cycloaddition reactions to afford highly functionalized pyridines and bipyridines
Garcia, Lidia,Pla-Quintana, Anna,Roglans, Anna,Parella, Teodor
experimental part, p. 3407 - 3415 (2010/08/20)
Rhodium(I)-catalyzed [2+2+2] cycloaddition reactions of Ntosyl-, carbon-, and oxygen-tethered cyanodiynes in a completely intramolecular fashion have been optimized to afford highly functionalized pyridines by conventional and/or microwave heating. Microwaves have been shown to enhance the process by allowing the reaction to be conducted effectively in short reaction times. The methodology has been extended for the synthesis of bipyridines, either by treating a cyanodiyne with an appended pyridine or by conducting a double [2+2+2] cycloaddition reaction on a dicyanotetrayne scaffold. The choice of the solvent in the microwave heating reaction has been shown to be crucial for the success of the process.
Design, synthesis, and biological testing of potential heme-coordinating nitric oxide synthase inhibitors
Litzinger, Elizabeth A.,Martasek, Pavel,Roman, Linda J.,Silverman, Richard B.
, p. 3185 - 3198 (2007/10/03)
Based on computer modeling of the active site of nitric oxide synthases (NOS), a series of 10 amidine compounds (9-18) was designed including potential inhibitors that involve the coordination of side-chain functional groups with the iron of the heme cofactor. The most potent and selective compound was the methylthio amidine analogue 9, which was more potent than l-nitroarginine with 185-fold selectivity for inhibition of neuronal NOS over endothelial NOS. It also exhibited time-dependent inhibition, but did not involve the mechanism previously proposed for other amidine inhibitors of NOS. None of the compounds, however, exhibited heme-binding characteristics according to absorption spectroscopy.
Titanium tetraiodide mediated reductive opening of aziridines, leading to the aldol and mannich-type reactions
Shimizu, Makoto,Kurokawa, Hiroshi,Nishiura, Shuji
, p. 57 - 64 (2007/10/03)
Reductive ring-opening of N-tosylazirindes was readily carried out with titanium tetraiodide to form the titanium enolates, which in turn were subjected to addition reaction with aldehydes or imines to give aldol or Mannich-type products in good yields.
Asymmetric total synthesis of sperabillins B and D via lithium amide conjugate addition
Davies, Stephen G.,Haggitt, Jane R.,Ichihara, Osamu,Kelly, Richard J.,Leech, Michael A.,Mortimer, Anne J. Price,Roberts, Paul M.,Smith, Andrew D.
, p. 2630 - 2649 (2007/10/03)
Diastereoselective conjugate addition of homochiral lithium (R)-N-allyl-N-α-methylbenzylamide to methyl (2E,5E)-hepatadienoate, followed by protecting group manipulation and subsequent iodocyclocarbamation allows a concise route to the core fragment, methyl (3R,5R,6R)-3,6-diamino-5- hydroxyheptanoate, of sperabillins B and D. Differentiation between the C-3 and C-6 primary amino groups of this core amino acid was readily achieved by treatment with acetone, giving the 5,6-isopropylidene and C-3-imine protected diamine, with subsequent regioselective acylation of the C-6-nitrogen facilitating the total synthesis of sperabillin D in 10.8% overall yield, and the first asymmetric synthesis of sperabillin B in 5.8% overall yield.
Effective ring-opening reaction of aziridines with trimethylsilyl compounds: A facile access to β-amino acids and 1,2-diamine derivatives
Wu, Jie,Hou, Xue-Long,Dai, Li-Xin
, p. 1344 - 1348 (2007/10/03)
Ring-opening reactions of aziridines with trimethylsilyl compounds triggered by tetrabutylammonium fluoride give the corresponding products regioselectively in excellent yield. It provides a facile and efficient procedure for the ring-opening reactions of
Dinitramide and its salts 1. Synthesis of dinitramide salts by decyanoethylation of N,N-dinitro-β-aminopropionitrile
Luk'yanov, O. A.,Gorelik, V. P.,Tartakovskii, V. A.
, p. 89 - 92 (2007/10/02)
A strategy of organic synthesis has been developed for a new class of inorganic compounds, viz., dinitramide and its metal, ammonium, and substituted ammonium salts.The basic concepts have been tested in model reactions of β-substituted derivatives of N-a
