Cyclic amino acid derivatives

[1]  A. Schultz,et al.  Asymmetric Synthesis of trans‐2‐Aminocyclohexanecarboxylic Acid Derivatives from Pyrrolobenzodiazepine‐5,11‐diones: (1S,2S)‐2‐(N‐Tosylamino)Cyclohexanecarboxylic Acid , 2003 .

[2]  S. Gellman,et al.  An efficient route to either enantiomer of trans-2-aminocyclopentanecarboxylic acid. , 2001, The Journal of organic chemistry.

[3]  M. Olmstead,et al.  Regio- and diastereoselective synthesis of cyclic amino esters , 2001 .

[4]  C. Toniolo,et al.  Agonist activity at the kinin B1 receptor: structural requirements of the central tetrapeptide. , 2001, Journal of Medicinal Chemistry.

[5]  Lamaty,et al.  Synthesis of cyclic amino acid derivatives via ring closing metathesis on a poly(ethylene glycol) supported substrate , 2000, The Journal of organic chemistry.

[6]  E. Giralt,et al.  Enantioselective synthetic approaches to cyclopropane and cyclobutane β-amino acids: synthesis and structural study of a conformationally constrained β-dipeptide , 2000 .

[7]  M. Kurth,et al.  Diastereoselective synthesis of hydantoin- and isoxazoline-substituted dispirocyclobutanoids. , 2000, Journal of Organic Chemistry.

[8]  S. Gellman,et al.  Antibiotics: Non-haemolytic β-amino-acid oligomers , 2000, Nature.

[9]  A. Souers,et al.  Asymmetric synthesis of a C-3 substituted pipecolic acid. , 2000, The Journal of organic chemistry.

[10]  S. Kotha,et al.  Synthesis of indan-based unusual alpha-amino acid derivatives under phase-transfer catalysis conditions. , 2000, The Journal of organic chemistry.

[11]  V. Branchadell,et al.  1,3-Dipolar Cycloadditions of Diazomethane to Chiral Electron-Deficient Olefins: The Origin of the π-Facial Diastereoselection , 2000 .

[12]  S. Gellman,et al.  Synthesis and Structural Characterization of Helix-Forming β-Peptides: trans-2-Aminocyclopentanecarboxylic Acid Oligomers , 1999 .

[13]  I. Karle,et al.  Synthesis and Characterization of trans-2-Aminocyclohexanecarboxylic Acid Oligomers: An Unnatural Helical Secondary Structure and Implications for β-Peptide Tertiary Structure , 1999 .

[14]  A. Beck‐Sickinger,et al.  Amino Acid Side Chain Attachment Approach and Its Application to the Synthesis of Tyrosine-Containing Cyclic Peptides , 1999 .

[15]  E. Corey,et al.  Enantioselective synthesis of β-hydroxy-α-amino acid esters by aldol coupling using a chiral quaternary ammonium salt as catalyst , 1999 .

[16]  Kagetoshi Yamamoto,et al.  Utilization of [2 + 1] Cycloaddition Reactions of 1-Seleno-2-silylethenes: A Novel Synthesis of 2-Substituted 1-Aminocyclopropane-1-carboxylic Acids. , 1999, Journal of Organic Chemistry.

[17]  K. Undheim,et al.  RU(II)-CATALYZED RCM REACTIONS WITH ELECTROPHILIC DIENE SUBSTRATES , 1998 .

[18]  N. Sreenivasachary,et al.  Synthesis of constrained α-amino acid derivatives via Diels-Alder approach , 1998 .

[19]  T. Harada,et al.  GPIIb/IIIa integrin antagonists with the new conformational restriction unit, trisubstituted beta-amino acid derivatives, and a substituted benzamidine structure. , 1998, Journal of medicinal chemistry.

[20]  B. Koksch,et al.  Incorporation of α-trifluoromethyl substituted α-amino acids into C-and N-terminal position of peptides and peptide mimetics using multicomponent reactions , 1998 .

[21]  K. Undheim,et al.  Cyclic α-amino acids by Pd-mediated cycloisomerization and coupling reactions , 1998 .

[22]  John A. Katzenellenbogen,et al.  Design, Synthesis, and Conformational Analysis of a Proposed Type I β-Turn Mimic , 1998 .

[23]  M. Olmstead,et al.  Diastereoselective Synthesis of Cyclopentanoids with Hydantoin and Isoxazoline Substituents. , 1998, The Journal of organic chemistry.

[24]  K. Burgess,et al.  An Approach to 2,3-Methanoamino Acids with Extended Side Chains: Syntheses of trans-BOC-cyclo-Lys(CBZ)-OH, trans-BOC-cyclo-Glu-OEt, and trans-BOC-cyclo-Arg(CBZ)-OH , 1997 .

[25]  C. Valdés,et al.  Cycloaddition Reactions of Chiral 2-Amino-1,3-butadienes with Nitroalkenes: Synthesis of Enantiomerically Pure 4-Nitrocyclohexanones1 , 1997 .

[26]  C. Cativiela,et al.  THE USE OF 4-HETARYLIDEN- AND 4-ARYLIDEN-5(4H)-OXAZOLONES AS DIENOPHILES. APPROPRIATE REAGENTS FOR THE SYNTHESIS OF CYCLIC ANALOGUES OF NATURAL AMINO ACIDS , 1997 .

[27]  H. Berner,et al.  Stereospecific Synthesis of (2S,4S,6S)-2-Amino-4,6-Dihydroxypimelic Acid† , 1997 .

[28]  F. A. Davis,et al.  Asymmetric Synthesis of β-Substituted α-Amino Acids Using 2H-Azirine-2-carboxylate Esters. Synthesis of 3,3-Disubstituted Aziridine-2-carboxylate Esters† , 1997 .

[29]  D. Nöteberg,et al.  Synthesis of enantiomerically pure cis and trans 2-aminocyclopentanecarboxylic acids. Use of proline replacements in potential HIV-protease inhibitors , 1997 .

[30]  K. Undheim,et al.  Synthesis of conformationally restricted serine derivatives through ruthenium(II)-catalyzed ring closing metathesis , 1997 .

[31]  K. Burgess,et al.  Chiral 1,3-cyclobutane amino acids: Syntheses and extended conformations , 1997 .

[32]  K. Undheim,et al.  Ruthenium(II) in ring closing metathesis for the stereoselective preparation of cyclic 1-amino-1-carboxylic acids , 1997 .

[33]  M. Beller,et al.  First efficient palladium-catalyzed Heck reactions of aryl bromides with alkyl methacrylate , 1996 .

[34]  F. A. Davis,et al.  2-Methyl N-(p-toluenesulfinyl)aziridine-2-carboxylic acid: Asymmetric synthesis of α-methylphenylalanine and α-methyl-β-phenylserine , 1996 .

[35]  H. Shao,et al.  Peptidomimetic building blocks for drug discovery: An overview , 1996 .

[36]  M. Beller,et al.  Palladacycles as Structurally Defined Catalysts for the Heck Olefination of Chloro- and Bromoarenes†‡ , 1995 .

[37]  Ismael Gracia,et al.  Synthesis of 3- and 4-substituted cyclic α-amino acids structurally related to ACPD , 1995 .

[38]  J. Goodman,et al.  Seven-Membered Lactams as Constraints for Amide Self-Recognition , 1995 .

[39]  J. Ollivier,et al.  Palladium (O) catalyzed tandem alkylation and SN′ cyclization of 1,4-dichlorobut-2-ene by the N-(diphenylmethylene)acetonitrile. A stereoselective synthesis of 1-aminocyclopropanecarboxylic acids , 1995 .

[40]  C. Avendaño,et al.  Conformationally constrained ACPD analogues. Synthesis and resolution of 3-aminobicyclo[3,3,0]octane-1,3-dicarboxylic acids , 1995 .

[41]  J. Rebek,et al.  Synthesis of α,α-dialkylated amino acids with adenine or thymine residues a new mild and facile hydrolysis of hydantoins , 1994 .

[42]  J Engel,et al.  Selective recognition of cyclic RGD peptides of NMR defined conformation by alpha IIb beta 3, alpha V beta 3, and alpha 5 beta 1 integrins. , 1994, The Journal of biological chemistry.

[43]  H. Kessler,et al.  Conformational Analysis of a Cyclic RGD Peptide Containing a .psi.[CH2-NH] Bond: A Positional Shift in Backbone Structure Caused by a Single Dipeptide Mimetic , 1994 .

[44]  J. Glowinski,et al.  Design and synthesis of side-chain conformationally restricted phenylalanines and their use for structure-activity studies on tachykinin NK-1 receptor. , 1994, Journal of medicinal chemistry.

[45]  S. Yamabe,et al.  [2 + 1] Cycloaddition of 1-Seleno-2-silylethenes. Selenium-Assisted 1,2-Silicon Shift for Cyclopropanation , 1994 .

[46]  B. Skelton,et al.  Exo diastereoselective Diels-Alder reactions of (R)-2-phenyl-4-methylene-oxazolidin-5-one , 1994 .

[47]  H. Hiemstra,et al.  Transition metal-catalyzed chlorine transfer cyclizations of carbon-centered glycine radicals; A novel synthetic route to cyclic α-amino acids , 1994 .

[48]  H. Scheraga,et al.  The effect of the L‐azetidine‐2‐carboxylic acid residue on protein conformation. IV. Local substitutions in the collagen triple helix , 1994, Biopolymers.

[49]  W. Lubell,et al.  Synthesis of enantiopure .delta.-oxo .alpha.-amino esters and prolines via acylation of N-(phenylfluorenyl)glutamate enolates , 1993 .

[50]  Thomas Kolter,et al.  Peptidomimetics for Receptor Ligands—Discovery, Development, and Medical Perspectives , 1993 .

[51]  S. García‐Granda,et al.  2-Amino-1,3-butadienes as chiral building blocks: enantioselective synthesis of 4-piperidones, 4-nitrocyclohexanones, and 1,3-cycloheptadione derivatives , 1993 .

[52]  A. Herrero,et al.  Enantioselective synthesis of (+)-(1R,2S)-allocoronamic acid , 1992 .

[53]  W. O. Moss,et al.  Ketene-S,S-acetals as 1,3-dipolarophiles towards azides. A new synthetic entry into cyclic amino acids , 1992 .

[54]  B. Ohtani,et al.  Photocatalytic one-step syntheses of cyclic imino acids by aqueous semiconductor suspensions , 1990 .

[55]  D. Aitken,et al.  Asymmetric synthesis by the CN(R,S) method. Part XIX. Asymmetric synthesis of 2,3-methanohomoserine: a general approach to chiral 2-substituted cyclopropane amino acids , 1990 .

[56]  N. Akimoto,et al.  Organocyanocopper-trifluoroborane mediated 1,3-chirality transfer reaction of .gamma.-(mesyloxy)-.alpha.-alkyl .alpha.,.beta.-enoates for the construction of chiral quaternary carbon centers with high optical purity , 1989 .

[57]  H. Rapoport,et al.  Synthesis of 4-substituted prolines as conformationally constrained amino acid analogs , 1989 .

[58]  J. Clardy,et al.  Total synthesis of cyclobutane amino acids from atelia herbert smithii , 1988 .

[59]  J. Thornton,et al.  Helix geometry in proteins. , 1988, Journal of molecular biology.

[60]  J. B. Jones,et al.  Enzymes in organic synthesis. 39. Preparations of chiral cyclic acid-esters and bicyclic lactones via stereoselective pig liver esterase catalyzed hydrolyses of cyclic meso diesters , 1987 .

[61]  U. Schöllkopf,et al.  Asymmetric Synthesis of Cyclic α‐Amino Acids by the Bislactim Ether Method , 1987 .

[62]  Y. Hamada,et al.  New methods and reagents in organic synthesis. 63. Synthesis of mugineic acid through direct C-acylation using diphenyl phosphorazidate (DPPA) , 1986 .

[63]  K. Burgess.  Conjugate nucleophilic ring opening of activated vinylcyclopropanes facilitated by homogenous palladium catalysis , 1985 .

[64]  V. Martín,et al.  A greatly improved procedure for ruthenium tetroxide catalyzed oxidations of organic compounds , 1981 .

[65]  D. Janzen,et al.  2,4-Methanoproline (2-carboxy-2,4-methanopyrrolidine) and 2,4-methanoglutamic acid (1-amino-1,3-dicarboxycyclobutane) in seeds of Ateleia herbert smithii Pittier (Leguminosae) , 1980 .

[66]  M. O'donnell,et al.  The synthesis of amino acids by phase-transfer reactions , 1978 .

[67]  P. Fu,et al.  Dehydrogenation of polycyclic hydroaromatic compounds , 1978 .

[68]  C. Michejda,et al.  Acetolysis of 3,3-disubstituted cyclobutyl tosylates , 1975 .

[69]  E. Corey,et al.  Method for the protection of lactones and esters against nucleophilic attack , 1973 .

[70]  F. S. Prout,et al.  Konevenagel Reaction. Kinetic study of the reaction of (+)-3-methyl-cyclohexanone with malononitrile , 1973 .

[71]  A. Anderson,et al.  Synthesis of azetidine-3-carboxylic acid , 1972 .

[72]  D. Witiak,et al.  cis- and trans-2-Mercaptocyclobutylamines. Synthesis and antilipolytic properties in vitro. , 1972, Journal of Medicinal Chemistry.

[73]  D. Seebach,et al.  Ketene Thioacetals by “Peterson Carbonyl Olefination” with Metalated Formyl Trimethylsilyl Thioacetals†‡§ , 1972 .

[74]  W. S. Stewart,et al.  Synthesis of cis-2-aza-3-oxo-4-oxabicyclo[4.2.0]octane and cis-2-aza-3-oxo-4-oxabicyclo[4.1.0]heptane , 1971 .

[75]  R. G. Carlson,et al.  Synthesis and stereochemistry of the four isomeric pinane-2,3-diols , 1971 .

[76]  H. Nagasawa,et al.  Medium ring homologs of proline as potential amino acid antimetabolites. , 1971, Journal of medicinal chemistry.

[77]  G. Payne.  Cyclopropanes from reactions of ethyl dimethylsulfuranylideneacetate with .alpha.,.beta.-unsaturated compounds , 1967 .

[78]  P. Mazzocchi,et al.  Synthesis of cis- and trans-7-Azabicyclo[4.2.0]octanes1-3 , 1966 .

[79]  L. Fowden,et al.  Azetidine-2-carboxylic acid: a new cyclic imino acid occurring in plants. , 1956, The Biochemical journal.

[80]  L. Fowden,et al.  Azetidine-2-Carboxylic Acid: a New Constituent of Plants , 1955, Nature.

[81]  S. Hünig,et al.  Über die stereoisomeren Hexahydro‐anthranilsäuren , 1953 .

[82]  E. Painter.  New Syntheses of the Selenium Analogs of dl-Cystine and Cysteine Derivatives1,1a , 1947 .

[83]  E. Juaristi.  Enantioselective synthesis of β-amino acids , 1997 .

[84]  A. Beck‐Sickinger,et al.  Structure–activity relationships of neuropeptide Y analogues with respect to Y1 and Y2 receptors , 1995, Biopolymers.

[85]  H. Hiemstra,et al.  Reductive cyclization of carbon-centered glycine radicals; a novel synthetic route to cyclic α-amino acids , 1992 .

[86]  H. Hiemstra,et al.  Tin tetrachloride-induced π-cyclizations of glycine cation equivalents to substituted pipecolic acid derivatives , 1991 .

[87]  F. Acher,et al.  Synthesis and resolution of dhcga, a new conformationally rigid 3,4-dehydroglutamic acid analogue , 1990 .

[88]  C. Stammer.  Cyclopropane amino acids: 2,3- and 3,4-Methanoamino acids , 1990 .

[89]  R. Sheppard,et al.  Solid phase peptide synthesis : a practical approach , 1989 .

[90]  K. Zhao,et al.  A simple method of dethioacetalization , 1989 .

[91]  D. Aitken,et al.  Asymmetric synthesis XVI. Enantiomerically pure substituted cyclopropane amino acid precursors via the cn(R,S) method , 1988 .

[92]  R. Azerad,et al.  Chemoenzymatic synthesis of conformationally rigid glutamic acid analogues , 1988 .

[93]  W. DeGrado.  Design of peptides and proteins. , 1988, Advances in protein chemistry.

[94]  Paul W Smith,et al.  Synthesis of the α-Mannosidase inhibitors swainsonine [(1S, 2R, 8R, 8aR)-1,2,8-trihydroxyoctahydroindolizine] and 1,4-dideoxy-1,4-imino-d-mannitol from mannose , 1987 .

[95]  U. Schöllkopf.  Enantioselective synthesis of non-proteinogenic amino acids via metallated bis-lactim ethers of 2,5-diketopiperazines , 1983 .

[96]  A. Beckwith.  Regio-selectivity and stereo-selectivity in radical reactions , 1981 .

[97]  J. P. Long,et al.  1,2-Disubstituted cyclopropane and cyclobutane derivatives related to acetylcholine. , 1972, Journal of medicinal chemistry.