- Divergent Synthesis of Enantioenriched β-Functional Amines via Desymmetrization of meso-Aziridines with Isocyanides
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A highly enantioselective ring-opening desymmetrization of meso-aziridines with isocyanides was achieved in the presence of a chiral N,N′-dioxide/Mg(OTf)2 complex. The in situ generated chiral 1,4-zwitterionic intermediates were successfully trapped by intramolecular oxygen- and carbon-based nucleophiles or exogenous H2O and TMSN3, enabling a collective synthesis of various chiral vicinal amino-oxazoles, spiroindolines, β-amino amides, and tetrazole derivative in moderate to high yields with excellent enantioselectivities.
- Li, Xiangqiang,Xiong, Qian,Guan, Mingming,Dong, Shunxi,Liu, Xiaohua,Feng, Xiaoming
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supporting information
p. 6096 - 6101
(2019/08/20)
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- ANTIFOULING AGENT FOR UNDERWATER ADHERING ORGANISMS HAVING AMINO ACID ISONITRILE SKELETON
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PROBLEM TO BE SOLVED: To provide a novel antifouling agent for underwater adhering organisms having excellent characteristics compared with well-known antifouling agents. SOLUTION: An antifouling agent for underwater adhering organisms comprises a compound represented by formula (I) or salt thereof, or solvate thereof, as an active ingredient. COPYRIGHT: (C)2015,JPO&INPIT
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Paragraph 0129
(2016/11/14)
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- The Role of the Amino Protecting Group during Parahydrogenation of Protected Dehydroamino Acids
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A series of dehydroamino acids endowed with different protective groups at the amino and carboxylate moieties and with different substituents at the double bond have been reacted with parahydrogen. The observed ParaHydrogen Induced Polarization (PHIP) effects in the 1H NMR spectra are strongly dependent on the amino protecting group. DFT calculations allowed us to establish a relationship between the structures of the reaction intermediates (whose energies depend on the amido substitution) and the observed PHIP patterns.
- Cerutti, Erika,Viale, Alessandra,Nervi, Carlo,Gobetto, Roberto,Aime, Silvio
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p. 11271 - 11279
(2015/12/01)
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- Synthesis of α-isocyano-α-alkyl(aryl)acetamides and their use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-a]pyridin-5-one and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine
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α-Isocyano-β-phenylpropionamide 1 is synthesized from the corresponding amino acid in excellent yield. The unique reactivity of this bifunctional compound is exploited for the development of novel multicomponent synthesis of 5-aminooxazole 6, pyrrolo[3,4-
- Fayol, Aude,Housseman, Christopher,Sun, Xiaowen,Janvier, Pierre,Bienayme, Hugues,Zhu, Jieping
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p. 161 - 165
(2007/10/03)
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- A new formylating reagent: N-(diethylcarbamoyl)-N-methoxyformamide
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A simple and efficient method for the direct chemoselective formylation of primary amines in the presence of alcohols or secondary amines using a new reagent, N-(diethylcarbamoyl)-N-methoxyformamide is described.
- Akikusa,Mitsui,Sakamoto,Kikugawa
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p. 1058 - 1060
(2007/10/02)
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- N-formylation of amino carboxylic compounds with formamide
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The amine nitrogen of an amino carboxylic acid is formylated by reacting the amino carboxylic acid with formamide.
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- REAGENTS AND SYNTHETIC METHODS. 30. PRACTICAL AND IMPROVED METHOD FOR FORMYLATING AMINO COMPOUNDS BY MEANS OF FORMIC ACID-DIMETHYLFORMAMIDE SYSTEM.
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Several amino compounds were formylated in high yields by means of formic acid-dimethylformamide, specially D,L-amino acids.The influence of this solvent was also briefly discussed.
- Aizpurua, Jezus Mari,Palomo, Claudio
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p. 745 - 752
(2007/10/02)
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- Autorecycling System for the Synthesis of α-Amino-acids by the Reductive Amination of α-Keto-acids catalysed by 1,5-Dihydro-5-deazaflavin
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An effective autorecycling system for the biomimetic synthesis of α-amino-acids by the reductive amination of α-keto-acids has been achieved for the first time using 10-aryl-5-deazaflavin, ammonium formate, and formic acid; each mole of the 5-deazaflavin catalyses the reduction, by formic acid, of up to 20 moles of the α-imino-acids formed in situ from the α-keto-acids and ammonium formate.
- Yoneda, Fumio,Kuroda, Kazunori
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p. 927 - 929
(2007/10/02)
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