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Bajusz S, Hudecz F, editors. Budapest: Akademia Kiadó;
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Gosselin F, Swarbrick ME, Lubell WD. Synthesis of ε-alkylpipecolates as conformationally rigid proline surrogates. In: Bajusz S, Hudecz F, editors. Peptides 1998 Proceedings of the 25th European Peptide Symposium. Budapest: Akademia Kiadó; 1999:678-679.
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Gosselin, F.1
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0033583198
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Alkyl substituent effects on pipecolyl amide isomer equilibrium: Efficient methodology for synthesizing enantiopure 6-alkylpipecolic acids and conformational analysis of their N-acetyl N′-methylamides
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Swarbrick ME, Gosselin F, Lubell WD. Alkyl substituent effects on pipecolyl amide isomer equilibrium: efficient methodology for synthesizing enantiopure 6-alkylpipecolic acids and conformational analysis of their N-acetyl N′-methylamides. J Org Chem 1999;64:1993-2002.
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Asymmetric synthesis of pipecolic acid and derivatives
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Couty F. Asymmetric synthesis of pipecolic acid and derivatives. Amino Acids 1999;16:297-320.
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Synthesis of new sialidase inhibitors 6-amino-6-deoxysialic acids
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Syntheses of related 5,6-disubstituted pipecolates, 2-carboxy-5-alkyl-6-piperidinones and decahydroquinoline-2-carboxylic acids are presented in: a) Baumberger F, Vasella A, Schauer R. Synthesis of new sialidase inhibitors 6-amino-6-deoxysialic acids. Helv Chim Acta 1988;71:429-445;
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Preparation of novel heterocyclic amino acids from N-(arylmethylene)dehydroalanine methyl esters
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c) Wulff G, Klinken HT. Preparation of novel heterocyclic amino acids from N-(arylmethylene)dehydroalanine methyl esters. Tetrahedron 1992;48:5985-5990;
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d) Lee DL, Rapoport H. Synthesis of tabtoxinine-δ-lactam. J Org Chem 1975;40:3491-3495;
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e) Newman H. Preparation of 2,5-diazabicyclo[2.2.2]octane. Bridged piperazine. J Heterocycl Chem 1974;11:449-451;
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Newman, H.1
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Intramolecular addition of carbon-centered tinthioimidoyl radicals to carboncarbon double bonds. Synthesis of γ- and δ-thiolactams
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f) Bachi MD, Denenmark D. Intramolecular addition of carbon-centered tinthioimidoyl radicals to carboncarbon double bonds. Synthesis of γ-and δ-thiolactams. J Org Chem 1990;55:3442-3444;
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Denenmark, D.2
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An efficient synthesis of ethyl L-3-amino-2-piperidone-6-carboxylate
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g) Kemp DS, McNamara PE. An efficient synthesis of ethyl L-3-amino-2-piperidone-6-carboxylate. J Org Chem 1984;49: 2286-2288;
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4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones and their use in the synthesis of 1,6-dihydro-6-oxo-2-pyridinecarboxylates and 6-oxo-2-piperidinecarboxylates
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h) Dubois KJ, Fannes CC, Compernolle K, Hoornaert GJ. 4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones and their use in the synthesis of 1,6-dihydro-6-oxo-2-pyridinecarboxylates and 6-oxo-2-piperidinecarboxylates. Tetrahedron 1996;52:2591-2602;
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i) Clemo GR, Cook JG, Raper R. The nor-lupinone-octahydropyridocoline relationship. Part III. J Chem Soc 1983;1318-1319;
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For additional refs of alkylpipecolates, see Refs 18-22 within Ref. 2 above
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For additional refs of alkylpipecolates, see Refs 18-22 within Ref. 2 above.
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16
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0000523948
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An olefination entry for the synthesis of enantiopure α,ω-diaminodicarboxylates and azabicyclo [X.Y.0]alkane amino acids
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Gosselin F, Lubell WD. An olefination entry for the synthesis of enantiopure α,ω-diaminodicarboxylates and azabicyclo [X.Y.0]alkane amino acids. J Org Chem 1998;63:7463-7471.
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Stereoselective reduction of endocyclic carbon-nitrogen double bond: Application to the synthesis of biomolecules
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Yurovskaya MA, Karchava AV. Stereoselective reduction of endocyclic carbon-nitrogen double bond: application to the synthesis of biomolecules. Tetrahedron: Asymmetry 1998;9:3331-3352.
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The chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethers
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House HO, Czuba LJ, Gall M, Olmstead HD. The chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethers. J Org Chem 1969; 34:2324-2336.
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19
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0030473242
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5-tert-Butylproline
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Examples include: a) Beausoleil E, L'Archevêque B, Bélec L, Atfani M, Lubell WD. 5-tert-Butylproline. J Org Chem 1996;61:9447-9454;
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Beausoleil, E.1
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20
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Synthesis of enantiopure δ-oxo α-amino esters and prolines via acylation of N-phenylfluorenylglutamate enolates
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b) Ibrahim HH, Lubell WD. Synthesis of enantiopure δ-oxo α-amino esters and prolines via acylation of N-phenylfluorenylglutamate enolates. J Org Chem 1993;58:6438-6441;
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Rigid dipeptide mimetics. Efficient synthesis of enantiopure indolizidinone amino acids
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c) Lombart H-G, Lubell WD. Rigid dipeptide mimetics. Efficient synthesis of enantiopure indolizidinone amino acids. J Org Chem 1996;61:9437-9446;
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0000423076
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Rigid dipeptide mimics: Synthesis of enantiopure 5- and 7-benzyl, and 5,7-dibenzyl indolizidinone amino acids via enolization and alkylation of δ-oxo α,ω-Di-[N-(9-(9-phenylfluorenyl))amino]azelate esters
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d) Polyak F, Lubell WD. Rigid dipeptide mimics: synthesis of enantiopure 5-and 7-benzyl, and 5,7-dibenzyl indolizidinone amino acids via enolization and alkylation of δ-oxo α,ω-Di-[N-(9-(9-phenylfluorenyl))amino]azelate esters. J Org Chem 1998;63:5937-5949.
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Rapid chromatographic technique for preparative separations with moderate resolution
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Still WC, Kahn M, Mitra A. Rapid chromatographic technique for preparative separations with moderate resolution. J Org Chem 1978;43: 2923-2925.
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