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Intramolecular
Kinds of Intramolecular Terms modified by Intramolecular Selected AbstractsCuI -Catalyzed Azide,Alkyne Intramolecular i -to-(i+4) Side-Chain-to-Side-Chain Cyclization Promotes the Formation of Helix-Like Secondary StructuresEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 3 2010Mario Scrima Abstract A solid-phase assembly of model peptides derived from human parathyroid hormone-related protein (11,19) containing ,-azido- and ,-yl-,-amino acid residues in positions i and i+4 was cyclised in solution by an intramolecular CuI -catalyzed azide,alkyne 1,3-dipolar Huisgen cycloaddition. These series of heterodetic cyclo-nonapeptides varied in the size of the disubstituted 1,2,3-triazolyl-containing bridge, the location and the orientation of the 1,2,3-triazolyl moiety within the bridge. The 1,2,3-triazolyl moiety, presented at either 1,4- or 4,1-orientation, is flanked by side chains containing 1,4 CH2 groups that result in bridges comprised from 4,7 CH2 groups connecting residues 13 and 17. Comprehensive conformational analysis employing CD, NMR and molecular dynamics reveals the conformational propensities of these heterodetic cyclo-nonapeptides. Cyclo-nonapeptides containing either the 7 methylene bridge (VII and VIII) or the 4 methylene bridge (II) are unstructured in structure-promoting solvent. Cyclo-nonapeptide I in which the 1,4-disubstituted 1,2,3-triazolyl is flanked by 3 and 1 CH2 groups in proximity to the respective residues 13 and 17, is stabilized in a non-canonical structure. All the other heterodetic cyclo-nonapeptides (III,VI) in which the 1,2,3-triazolyl is flanked by a total of 5 or 6 CH2 groups nicely accommodate ,-helical structures and reproduce very closely the helical structure stabilized by the analogous cyclo-nonapeptide in which Lys13 and Asp17 are bridged by the isosteric lactam. These studies suggest that the bioorthogonal i -to-(i+4) side-chain-to-side-chain cyclization via the prototypic "click reaction" offers a new and powerful approach for generating stable helix mimetic structures. [source] An Efficient and Diastereoselective Intramolecular 1,3-Dipolar Cycloaddition of Cyclic Azomethine Ylides and NitronesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 14 2006Rafael Pedrosa Abstract Nitrones and azomethine ylides formed by condensation of chiral 2-formyl-perhydro benzoxazines and N -substituted hydroxylamines or cyclic ,-amino acids cyclize intramolecularly yielding polycyclic isoxazolidine or pyrrolidine derivatives, respectively, with total diastereoselectivity. On the contrary, stabilized azomethine ylides derived from methyl prolinate undergo the cyclization products in very low yields.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source] Hydrogen Bonding of Fluorinated Saccharides in Solution: F Acting as H-Bond Acceptor in a Bifurcated H-Bond of 4-Fluorinated Levoglucosans,HELVETICA CHIMICA ACTA, Issue 10 2007Bruno Bernet Abstract 4-Fluorinated levoglucosans were synthesised to test if OH,,,F H-bonds are feasible even when the O,,,F distance is increased. The fluorinated 1,6-anhydro- , - D -glucopyranoses were synthesised from 1,6,:,3,4-dianhydro- , - D -galactopyranose (8). Treatment of 8 with KHF2 and KF gave 43% of 4-deoxy-4-fluorolevoglucosan (9), which was transformed into the 3- O -protected derivatives 13 by silylation and 15 by silylation, acetylation, and desilylation. 4-Deoxy-4-methyllevoglucosan (19) and 4-deoxylevoglucosan (21) were prepared as reference compounds that can only form a bivalent H-bond from HOC(2) to OC(5). They were synthesised from the iPr3Si-protected derivative of 8. Intramolecular bifurcated H-bonds from HOC(2) to FC(4) and OC(5) of the 4-fluorinated levoglucosans in CDCl3 solution are evidenced by the 1H-NMR scalar couplings h1J(F,OH) and 3J(H,OH). The OH,,,F H-bond over an O,,,F distance of ca. 3.0,Å is thus formed in apolar solvents, at least when favoured by the simultaneous formation of an OH,,,O H-bond. [source] Efficient Construction of Oxa- and Aza-[n.2.1] Skeletons: Lewis Acid Catalyzed Intramolecular [3+2],Cycloaddition of Cyclopropane 1,1-Diesters with Carbonyls and Imines,ANGEWANDTE CHEMIE, Issue 18 2010Siyang Xing Dr. Brückenbau: Eine Lewis-Säure-vermittelte intramolekulare [3+2]-Cycloaddition zwischen Cyclopropan-1,1-diestern und Aldehyden, Ketonen oder Iminen (siehe Schema) eröffnet einen allgemeinen und effizienten Zugang zu verbrückten Oxa- und Aza[n.2.1]-Gerüsten (n=2,4). Als Anwendungsbeispiel wurde die Kernstruktur von Platensimycin aufgebaut. [source] Rhodium(I)-Catalyzed Intramolecular [5+2],Cycloaddition Reactions of Alkynes and Allenylcyclopropanes: Construction of Bicyclo[5.4.0]undecatrienes and Bicyclo[5.5.0]dodecatrienes,ANGEWANDTE CHEMIE, Issue 12 2010Fuyuhiko Inagaki Dr. Von Allenen zu Bicyclen: Bei der [{RhCl(CO)2}2]- oder [{RhCl(CO)dppp}2]-katalysierten intramolekularen [5+2]-Cycloaddition von Alkin-Allenylcyclopropanen entstehen unter milden Bedingungen die Bicyclo[5.4.0]undecatrien- oder die größeren Bicyclo[5.5.0]dodecatrien-Gerüste (dppp=1,3-Bis(diphenylphosphanyl)propan). [source] Acid-Catalyzed Intramolecular [2+2] Cycloaddition of Ene-allenones: Facile Access to Bicyclo[n.2.0] Frameworks,ANGEWANDTE CHEMIE, Issue 39 2009Jun-Feng Zhao Zwei plus zwei macht zwei Ringe: Eine hoch effiziente säurekatalysierte intramolekulare [2+2]-Cycloaddition von Enallenonen (siehe Schema; Tf: Trifluormethansulfonyl) ergibt unter milden Bedingungen gespannte Bicyclo[n.2.0]-Gerüste mit benachbarten quartären und tertiären Stereozentren in ausgezeichneten Ausbeuten und Chemo-, Regio- und Diastereoselektivitäten. [source] Intramolecular hydrogen-bond-directed coordination: trans -bis(N -benzoyl- N,-propylthiourea-,S)diiodoplatinum(II) and trans -bis(N -benzoyl- N,-propylthiourea-,S)dibromoplatinum(II)ACTA CRYSTALLOGRAPHICA SECTION C, Issue 8 2004Arjan N. Westra In the title compounds, trans -[PtI2(C11H14N2OS)2], (I), and trans -[PtBr2(C11H14N2OS)2], (II), respectively, intramolecular N,H,O (propylamine side) hydrogen bonds in the potentially bidentate thiourea ligands lock the carbonyl O atoms into six-membered rings, determining the S -monodentate mode of coordination of these ligands. Intramolecular N,H,X (X is I or Br) interactions (benzoylamine side) lead to slight distortions of the PtII coordination spheres from ideal square-planar geometry. The PtII ion is located on an inversion centre in both structures. [source] ChemInform Abstract: Organocatalytic Asymmetric Intramolecular [3 + 2] Cycloaddition: A Straightforward Approach to Access Multiply Substituted Hexahydrochromeno[4,3-b]pyrrolidine Derivatives in High Optical Purity.CHEMINFORM, Issue 38 2010Nan Li Abstract A chiral dinaphthyl-BINOL-derived phosphoric acid (NABIP) efficiently catalyzes the asymmetric intramolecular cycloaddition of formylphenoxybutenoates (I) and (IV) in the presence of ,-amino-,-aryl esters (II). [source] ChemInform Abstract: Efficient Construction of Oxa- and Aza-[n.2.1] Skeletons: Lewis Acid Catalyzed Intramolecular [3 + 2] Cycloaddition of Cyclopropane 1,1-Diesters with Carbonyls and Imines.CHEMINFORM, Issue 36 2010Siyang Xing Abstract A Lewis acid promoted intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with aldehydes, ketones, and imines is developed to provide a general and efficient strategy for construction of bridged oxa- and aza-[n.2.1] skeletons. [source] ChemInform Abstract: Stereoselective Synthesis of Hexahydroindoles and Octahydrocyclohepta[b]pyrroles via Gold(I)-Catalyzed Intramolecular 1,4-Hydroamination of Cyclic 1,3-Dienes.CHEMINFORM, Issue 41 2009Ming-Chang P. Yeh Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Synthesis of Pyrrolo[2,3-a]pyrrolizine and Pyrrolizine[2,3-a]pyrrolizine Derived from Allyl Derivatives of Baylis,Hillman Adducts Through Intramolecular 1,3-Dipolar Cycloaddition.CHEMINFORM, Issue 35 2009Subban Kathiravan Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: A Synthesis of Bicyclo[n.1.0]alkanes Having tert-Butyl Carboxylate or Acetamide Moiety via the Intramolecular 1,3-CH Insertion of Magnesium Carbenoids.CHEMINFORM, Issue 47 2008Shingo Ogata Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: A Facile Synthesis of Chromeno[4,3-b]pyrroles Derived from Allyl Derivatives of Baylis,Hillman Adducts Through Intramolecular 1,3-Dipolar Cycloaddition Using Ultrasonication.CHEMINFORM, Issue 24 2008Ekambaram Ramesh Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Gold(I)-Catalyzed Intramolecular [4 + 2] Cycloadditions of Arylalkynes or 1,3-Enynes with Alkenes: Scope and Mechanism.CHEMINFORM, Issue 22 2008Cristina Nieto-Oberhuber Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] Bimorpholine-Mediated Enantioselective Intramolecular and Intermolecular Aldol Condensation.CHEMINFORM, Issue 49 2007Tonis Kanger Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] A Novel Three-Component Reaction: Synthesis of Some Complex Anellated Quinolines from Simple Acetanilides and via Intramolecular 1,3-Dipolar Cycloaddition of Azide to Nitrile.CHEMINFORM, Issue 48 2007Biswajita Baruah Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] A Highly Regio- and Stereoselective Formation of Bicyclo[4.2.0]oct-5-ene Derivatives Through Thermal Intramolecular [2 + 2] Cycloaddition of Allenes.CHEMINFORM, Issue 42 2007Hiroaki Ohno Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Enantioselective Intramolecular [2 + 2 + 2] Cycloaddition of 1,4-Diene-ynes: A New Approach to the Construction of Quaternary Carbon Stereocenters.CHEMINFORM, Issue 1 2007Takanori Shibata Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Coupling and Cycloaddition of Ynamides: Homo- and Negishi Coupling of Tosylynamides and Intramolecular [4 + 2] Cycloaddition of N-(o-Ethynyl)phenyl Ynamides and ArylynamidesCHEMINFORM, Issue 32 2006Maria Fernanda Martinez-Esperon Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Intramolecular 1,3-Dipolar Cycloaddition of Azomethine Ylides Generated from Ethoxycarbonylcarbenoids and Schiff Bases.CHEMINFORM, Issue 27 2006A. F. Khlebnikov Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Diastereoselective Intramolecular ,-Amidoalkylation Reactions of L-DOPA Derivatives.CHEMINFORM, Issue 18 20061-a]isoquinolines., Asymmetric Synthesis of Pyrrolo[ Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Conformationally Constrained ,-Amino Acid Derivatives by Intramolecular [2 + 2]-Photocycloaddition of a Tetronic Acid Amide and Subsequent Lactone Ring Opening.CHEMINFORM, Issue 14 2006Birte Basler Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Intramolecular, Reductive Cyclization of ,-Ketoisothiocyanates Promoted by Using Samarium Diiodide.CHEMINFORM, Issue 12 2006Min Seok Cho Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Intramolecular [4 + 2] Cycloadditions of Benzynes with Conjugated Enynes, Arenynes, and Dienes.CHEMINFORM, Issue 1 2006Martin E. Hayes Abstract For Abstract see ChemInform Abstract in Full Text. [source] Thermal Intramolecular [2 + 2] Cycloaddition of Allenenes and Allenynes: Diastereoselective Access to Bicyclic Nitrogen Heterocycles.CHEMINFORM, Issue 50 2005Hiroaki Ohno Abstract For Abstract see ChemInform Abstract in Full Text. [source] Ring Fission of Chiral Cyclic Acetals Plus Intramolecular [4 + 2] Cycloaddition: A Sequential Access to Medium-Size Lactones.CHEMINFORM, Issue 35 2005Application to the Synthesis of Carbasugars. Abstract For Abstract see ChemInform Abstract in Full Text. [source] Organolanthanoid-Catalyzed Intramolecular 5-endo-dig Hydroamination: An Unusual anti-Markovnikov Cyclization.CHEMINFORM, Issue 25 2005Gary A. Molander Abstract For Abstract see ChemInform Abstract in Full Text. [source] Enhanced Efficiency and Regioselectivity of Intramolecular [2, + 2,] Photocycloaddition of 1-Cyanonaphthalene Derivative Using Microreactors.CHEMINFORM, Issue 21 2005Hajime Maeda No abstract is available for this article. [source] Sulfoxide-Directed Thermal Intramolecular [4 + 2] Cycloadditions Between 2-Sulfinyl Butadienes and Unactivated Alkynes.CHEMINFORM, Issue 6 2004Roberto Fernandez de la Pradilla Abstract For Abstract see ChemInform Abstract in Full Text. [source] BiCl3 -Catalyzed Diastereoselective Intramolecular [4 + 2] Cycloaddition Reactions Leading to Pyrazole Annulated New Sulfur Heterocycles (III).CHEMINFORM, Issue 50 2003Gowravaram Sabitha No abstract is available for this article. [source] |