1200-88-0Relevant articles and documents
Thallium in Organic Synthesis. 56. A Novel Oxidative Intramolecular Cyclization/Rearrangement of 5-Norbornene-trans-2,3-dicarboxylic Acid with Thallium(III) Trifluoracetate (TTFA)
Taylor, Edward C.,Jagdmann, G.Erik,McKillop, Alexander
, p. 3373 - 3375 (1980)
Treatment of 5-norbornene-trans-2,3-dicarboxylic acid (5) with thallium(III) trifluoracetate (TTFA) and BF3*Et2O results in oxidative intramolecular cyclization, accompanied by rearrangement, to give the previously unknown 5,7-dihydroxy-2,3-norbornanedicarboxylic acid di-γ-lactone (9).
Synthesis of novel C-2 substituted imidazoline derivatives having the norbornene/dibenzobarrelene skeletons
?apan, Irfan,Servi, Süleyman
, p. 131 - 142 (2018)
Novel imidazoline derivatives were synthesized from the norbornene and dibenzobarrelene skeletons which were obtained by the Diels-Alder reactions of anthracene and cyclopentadiene with the different dienophiles, such as fumaronitrile and fumaric acid. Synthesis of the C-2 substituted imidazolines was performed with high yields from various dinitriles and diacyl dichlorides.
Synthesis and evaluation of cationic norbornanes as peptidomimetic antibacterial agents
Hickey, Shane M.,Ashton, Trent D.,Khosa, Simren K.,Robson, Ryan N.,White, Jonathan M.,Li, Jian,Nation, Roger L.,Yu, Heidi Y.,Elliott, Alysha G.,Butler, Mark S.,Huang, Johnny X.,Cooper, Matthew A.,Pfeffer, Frederick M.
, p. 6225 - 6241 (2015/06/08)
A series of structurally amphiphilic biscationic norbornanes have been synthesised as rigidified, low molecular weight peptidomimetics of cationic antimicrobial peptides. A variety of charged hydrophilic functionalities were attached to the norbornane scaffold including aminium, guanidinium, imidazolium and pyridinium moieties. Additionally, a range of hydrophobic groups of differing sizes were incorporated through an acetal linkage. The compounds were evaluated for antibacterial activity against both Gram-negative and Gram-positive bacteria. Activity was observed across the series; the most potent of which exhibited an MIC's ≤ 1 μg mL-1 against Streptococcus pneumoniae, Enterococcus faecalis and several strains of Staphylococcus aureus, including multi-resistant methicillin resistant (mMRSA), glycopeptide-intermediate (GISA) and vancomycin-intermediate (VISA) S. aureus.
High-Load, ROMP-Generated Oligomeric Bis-acid Chlorides: Design of Soluble and Insoluble Nucleophile Scavengers
Moore, Joel D.,Byrne, Robert J.,Vedantham, Punitha,Flynn, Daniel L.,Hanson, Paul R.
, p. 4241 - 4244 (2007/10/03)
(Equation presented) An efficient strategy for scavenging a host of nucleophiles utilizing an oligomeric bis-acid chloride (OBAC), generated from the ROM polymerization of trans-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride, is described. The reactivity and high load of the OBAC reagent is exploited in the scavenging of amines, alcohols, and thiols that are present in excess following a common benzoylation event. Following the scavenging event, these oligomers can be precipitated with EtOAc and filtered (SiO2), leaving benzoylated nucleophiles in excellent yield and purity.
