- Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
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The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.
- Gadde, Karthik,Daelemans, Jonas,Maes, Bert U. W.,Abbaspour Tehrani, Kourosch
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p. 18013 - 18017
(2019/06/24)
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- Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2 + 2 + 1] Cycloaddition
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An alkene-alkyne-silylene [2 + 2 + 1] cycloaddition takes place in the rhodium-catalyzed reaction of 1,6-enynes with borylsilanes bearing an alkoxy group on the silicon atoms, which react as synthetic equivalents of silylene. The reaction proceeds efficiently in 1,2-dichloroethane at 80-110 °C in the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM) as a ligand to afford 1-silacyclopent-2-enes in good to high yields.
- Ohmura, Toshimichi,Sasaki, Ikuo,Suginome, Michinori
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supporting information
p. 1649 - 1653
(2019/03/20)
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- Arginase Inhibitors and Their Therapeutic Applications
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Disclosed are small molecule therapeutic compounds that are potent inhibitors of arginase 1 and arginase 2 activity. Also disclosed are pharmaceutical compositions comprising the compounds, and methods for using the compounds for treating or preventing a
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Paragraph 1091; 1092; 1093
(2017/11/29)
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- Iron-catalyzed oxidative C - H/C - H cross-coupling: An efficient route to α-quaternary α-amino acid derivatives
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Fully loaded: A coordinating activation strategy has been developed to furnish α-quaternary α-amino acids through the iron(III)-catalyzed oxidative functionalization of α-C(sp3) - H bonds of α-tertiary α-amino acid esters. The reaction exhibits a broad substrate scope for both α-amino acids and nucleophiles (Nu) as well as good functional-group tolerance (see scheme, DTBP=di-tert-butyl peroxide, DCE=1,2-dichloroethane). Copyright
- Li, Kaizhi,Tan, Guangying,Huang, Jingsheng,Song, Feijie,You, Jingsong
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p. 12942 - 12945
(2014/01/06)
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- The synthesis and characterization of a pentafluorosulfanylated peptide
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The design and synthesis of pentafluorosulfanyl-containing heptad amino acid sequence was described. The three-dimensional conformation of the peptide was investigated by using CYANA (combined assignment and dynamics algorithm for NMR applications) and th
- Lim, Dong Sung,Lin, Jin-Hong,Welch, John T.
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experimental part
p. 3946 - 3954
(2012/08/28)
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- PENTAFLUOROSULFANYL CONTAINING AMINO ACIDS
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There are provided SF5-containing amino acids of general formulas (I), (II), (III) and processes for preparing same. Other embodiments are also disclosed.
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Page/Page column 12
(2008/12/08)
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- HCV PROTEASE INHIBITORS
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This invention relates to the compounds of formula (I) shown below. Each variable in formula (I) is defined in the specification. These compounds can be used to treat hepatitis C virus infection.
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Page/Page column 23
(2008/12/07)
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- C-C bond-forming reactions via Pd-mediated decarboxylative α-lmino anion generation
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α-lmino anions are generated under neutral reaction conditions via a Pd-mediated decarboxylation of allyl diphenylglycinate imines with concomitant formation of a π-allylpalladium species. The resulting delocalized anion can attack the π-allyl-Pd(ll) spec
- Yeagley, Andrew A.,Chruma, Jason J.
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p. 2879 - 2882
(2008/02/07)
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- A new synthetic approach to 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives via enyne metathesis and the Diels-Alder reaction
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Various substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives are synthesized via enyne metathesis and the Diels-Alder reaction.
- Kotha, Sambasivarao,Sreenivasachary, Nampally
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p. 503 - 504
(2007/10/03)
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- Easy and efficient generation of reactive anions with free and supported ylides as neutral Bronsted bases
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The tris(dimethylamino)-C-dimethylphosphorus ylide 5 and the tris(dimethylamino)phosphorus ylide C-bound to Merrifield's resin 6 are used as strong non-nucleophilic bases in N-alkylation reactions of β-amino phosphine oxides and α-amino acid derivatives,
- Palacios, Francisco,Aparicio, Domitila,De Los Santos, Jesús M.,Baceiredo, Antoine,Bertrand, Guy
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p. 663 - 669
(2007/10/03)
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- Solution-and solid-phase synthesis of novel hydantoin and isoxazoline-containing heterocycles
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Exploiting 1,3-dipolar cycloaddition and carbanilide cyclization transformations, novel isoxazolylmethylimidazolidinedione heterocycles have been prepared using both solution- and solid-phase methods.
- Park, Kyung-Ho,Abbate, Eric,Najdi, Samir,Olmstead, Marilyn M.,Kurth, Mark J.
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p. 1679 - 1680
(2007/10/03)
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- A practical and efficient synthesis of (±)- camptothecin
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A practical and efficient synthesis of (±)-camptothecin from glycine via an intramolecular Michael addition is described.
- Chavan, Subhash P.,Venkatraman
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p. 6745 - 6748
(2007/10/03)
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- Ethyl N-(diphenylmethylene)glycinate as anionic glycine equivalent. Monoalkylation, dialkylation and michael additions under solid-liquid phase-transfer catalysis
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Ethyl N-(diphenylmethylene)glycinate, 1, undergoes monoalkylations, dialkylations and Michael additions to ethylenic and acetylenic acceptors under appropriate solid-liquid phase transfer catalysis conditions. Further transformations of the α-disubstituted ketimines lead to α-alkylated aspartic and glutamic acid derivatives 10, 15, 19 and 26, to bicyclic amino acids or derivatives featuring pyrazolone and isoxazolone moieties 30 and 33, and to α-substituted (E)-3,4-dehydroglutamic acids. Copyright
- Lopez, Anna,Moreno-Manas, Marcial,Pleixats, Roser,Roglans, Anna,Ezquerra, Jesus,Pedregal, Concepcion
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p. 8365 - 8386
(2007/10/03)
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- Thiol-Mediated Free Radical Cyclization of Alkenyl and Alkynyl Isocyanides
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Thiol-mediated free radical cyclizations of but-3-enyl and but-3-ynyl isocyanides of types 6-8 give new access to 3,5-disubstituted 2-(alkyl- and 2-(arylthio)pyrrolines 11, 12, and 18.When 2-mercaptoethanol is used with the same isocyanides the reaction r
- Bachi, Mario D.,Balanov, Anna,Bar-Ner, Nira
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p. 7752 - 7758
(2007/10/02)
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- Synthesis of α-substituted and α,α-disubstituted α-amino acids by controlled mono- and dialkylation of ethyl N-diphenylmethyleneglycinate
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Ethyl N-diphenylmethyleneglycinate reacts with one equivalent of alkylating agents in the presence of powdered potassium carbonate to afford, after hydrolysis, monoalkylated glycine esters. A similar process using two equivalents of alkylating agents in t
- Ezquerra,Pedregal,Moreno-Manas,Pleixats,Roglans
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p. 8535 - 8538
(2007/10/02)
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- THE SYNTHESIS OF AMINO ACIDS BY REACTION OF AN ELECTROPHILIC GLYCINE CATION EQUIVALENT WITH NEUTRAL CARBON NUCLEOPHILES
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Seven neutral carbon nucleophiles (active aromatics, allylsilanes and a silyl enol ether) were reacted with the glycine cation equivalent 12 in the presence of TiCl4 to yield α-substituted amino acid derivatives in moderate yield (1-61.5 mmolar scale).Deprotection of the Schiff base ester products led to the corresponding amino acids.
- O'Donell, Martin J.,Benett, William D.
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p. 5389 - 5402
(2007/10/02)
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