메뉴 건너뛰기




Volumn 23, Issue 8, 2011, Pages 647-659

Stereochemical vocabulary for structures that are chiral but not asymmetric: History, analysis, and proposal for a rational terminology

Author keywords

asymmetry; chirality; dissymmetry; language of science; nomenclature; rotation axis; stereochemistry; symmetry

Indexed keywords

CARBON; CYCLOHEXANE;

EID: 80051552246     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20955     Document Type: Review
Times cited : (24)

References (170)
  • 3
    • 4944230957 scopus 로고    scopus 로고
    • New York: John Wiley & Sons, Inc. p.
    • Morris DG,. Stereochemistry. New York: John Wiley & Sons, Inc.; 2002. p. 81.
    • (2002) Stereochemistry , pp. 81
    • Morris, D.G.1
  • 5
    • 0000056775 scopus 로고
    • Mémoire sur la relation qui peut exister entre la forme cristalline et la composition chimique, et sur la cause de la polarisation rotatoire
    • Pasteur L,. Mémoire sur la relation qui peut exister entre la forme cristalline et la composition chimique, et sur la cause de la polarisation rotatoire. C R Séances Acad Sci 1848; 26: 538-538.
    • (1848) C R Séances Acad Sci , vol.26 , pp. 538-538
    • Pasteur, L.1
  • 6
    • 0003988128 scopus 로고
    • London: Longmans, Green and Co. p.
    • Lowry TM,. Optical rotatory power. London: Longmans, Green and Co.; 1935. p 25.
    • (1935) Optical Rotatory Power , pp. 25
    • Lowry, T.M.1
  • 7
    • 0002621859 scopus 로고
    • Optical Activity in Small Molecules, Nonenantiomorphous Crystals and Nematic Liquid Crystals
    • O'Loane JK,. Optical Activity in Small Molecules, Nonenantiomorphous Crystals and Nematic Liquid Crystals. Chem Rev 1980; 80: 41-61.
    • (1980) Chem Rev , vol.80 , pp. 41-61
    • O'Loane, J.K.1
  • 10
    • 0009924476 scopus 로고
    • Stereoisomerism and local chirality
    • Mislow K, Siegel J,. Stereoisomerism and local chirality. J Amer Chem Soc 1984; 106: 3319-3328.
    • (1984) J Amer Chem Soc , vol.106 , pp. 3319-3328
    • Mislow, K.1    Siegel, J.2
  • 16
    • 58149151417 scopus 로고    scopus 로고
    • When did Louis Pasteur present his memoir on the discovery of molecular chirality to the Académie des Sciences-analysis of a discrepancy
    • Gal J,. When did Louis Pasteur present his memoir on the discovery of molecular chirality to the Académie Des Sciences-analysis of a discrepancy. Chirality 2008; 20: 1072-1084.
    • (2008) Chirality , vol.20 , pp. 1072-1084
    • Gal, J.1
  • 17
    • 0000277858 scopus 로고
    • Mémoire sur la fermentation alcoolique
    • Pasteur L,. Mémoire sur la fermentation alcoolique. C R Séances Acad Sci 1857; 45; 1032-1036.
    • (1857) C R Séances Acad Sci , vol.45 , pp. 1032-1036
    • Pasteur, L.1
  • 18
    • 37349022149 scopus 로고    scopus 로고
    • The discovery of biological enantioselectivity: Louis Pasteur and the fermentation of tartaric acid, 1857 - A review and analysis 150 yr later
    • DOI 10.1002/chir.20494
    • Gal J,. The discovery of biological enantioselectivity: Louis Pasteur and the fermentation of tartaric acid, 1857-a review and analysis 150 yr later. Chirality 2008; 20: 5-19. (Pubitemid 350308706)
    • (2008) Chirality , vol.20 , Issue.1 , pp. 5-19
    • Gal, J.1
  • 19
    • 36949063857 scopus 로고
    • Determination of the absolute configuration of optically active compounds by means of X-rays
    • Bijvoet JM, Peerdeman AF, van Bommel AJ,. Determination of the absolute configuration of optically active compounds by means of X-rays. Nature 1951; 158: 271-272.
    • (1951) Nature , vol.158 , pp. 271-272
    • Bijvoet, J.M.1    Peerdeman, A.F.2    Van Bommel, A.J.3
  • 20
    • 34250925264 scopus 로고
    • Unterschiede in der Intensität der Röntgenstrahlen-reflexion an den beiden 111-Flächen der Zinkblende
    • Coster D, Knol KS, Prins JA,. Unterschiede in der Intensität der Röntgenstrahlen-reflexion an den beiden 111-Flächen der Zinkblende. Zeitsch Physik 1930; 63: 345-369.
    • (1930) Zeitsch Physik , vol.63 , pp. 345-369
    • Coster, D.1    Knol, K.S.2    Prins, J.A.3
  • 26
    • 0012815040 scopus 로고
    • The first practical method for asymmetric epoxidation
    • Katsuki T, Sharpless KB,. The first practical method for asymmetric epoxidation. J Am Chem Soc 1980; 102: 5974-5976.
    • (1980) J Am Chem Soc , vol.102 , pp. 5974-5976
    • Katsuki, T.1    Sharpless, K.B.2
  • 27
    • 0036254438 scopus 로고    scopus 로고
    • Axially dissymmetric (R)-(+)-5,5′,6,6′,7,7′,8,8′ octahydro-[1,1′]binaphthyldiimine chiral salen type-ligands for copper-catalyzed asymmetric aziridination
    • DOI 10.1002/chir.10107
    • Shi M, Wang C-J,. Axially dissymmetric (R)-(+)-5,5â€,6, 6â€,7,7â€, 8,8â€-octahydro-[1,1â€] binaphthyldiimine chiral salen-type ligands for copper-catalyzed asymmetric aziridination. Chirality 2002; 4: 412-416. (Pubitemid 34492518)
    • (2002) Chirality , vol.14 , Issue.5 , pp. 412-416
    • Shi, M.1    Wang, C.-J.2
  • 28
    • 0021512929 scopus 로고
    • Rational designing of efficient chiral reducing agents. Highly enantioselective reduction of aromatic ketones by binaphtholmodified lithium aluminum hydride reagents
    • Noyori R, Tomino I, Tanimoto Y, Nishizawa M,. Rational designing of efficient chiral reducing agents. Highly enantioselective reduction of aromatic ketones by binaphtholmodified lithium aluminum hydride reagents. J Am Chem Soc 1984; 106: 6709-6716. (Pubitemid 14667381)
    • (1984) Journal of the American Chemical Society , vol.106 , Issue.22 , pp. 6709-6716
    • Noyori, R.1    Tomino, I.2    Tanimoto, Y.3    Nishizawa, M.4
  • 31
    • 84980162968 scopus 로고
    • The diaza-Cope rearrangement
    • Vögtle F, Goldschmitt E,. The diaza-Cope rearrangement. Chem Ber 1976; 109: 1-40.
    • (1976) Chem Ber , vol.109 , pp. 1-40
    • Vögtle, F.1    Goldschmitt, E.2
  • 32
    • 0040230805 scopus 로고
    • Sterical correlation of (+)-armepavine and (+)-laudanidine
    • Ferrari C, Deulofeu V,. Sterical correlation of (+)-armepavine and (+)-laudanidine. Tetrahedron 1962; 18: 419-425.
    • (1962) Tetrahedron , vol.18 , pp. 419-425
    • Ferrari, C.1    Deulofeu, V.2
  • 33
    • 0032443910 scopus 로고    scopus 로고
    • Does C2 symmetry improve enantioselectivity?
    • Pirkle WH, Liu Y, Welch CJ,. Does C2 symmetry improve enantioselectivity? Enantiomer 1998; 3: 477-483.
    • (1998) Enantiomer , vol.3 , pp. 477-483
    • Pirkle, W.H.1    Liu, Y.2    Welch, C.J.3
  • 34
    • 79951495440 scopus 로고    scopus 로고
    • The comparison in enantioseparation ability of the chiral statioknary phases with single and mixed selector-the selectors derived from two D-tartrates
    • DOI: 10.1002/chir.20904.
    • Chen J, Li M-Z, Xiao Y-H, Chen W, Li S-R, Bai Z-W,. The comparison in enantioseparation ability of the chiral statioknary phases with single and mixed selector-the selectors derived from two D-tartrates. Chirality DOI: 10.1002/chir.20904.
    • Chirality
    • Chen, J.1    Li, M.-Z.2    Xiao, Y.-H.3    Chen, W.4    Li, S.-R.5    Bai, Z.-W.6
  • 35
    • 0024523108 scopus 로고
    • Enantiomeric purity determination of 3-aminoquinuclidine by diastereomeric derivatization and high-performance liquid chromatographic separation
    • DOI 10.1016/S0021-9673(01)84640-9
    • Demian J, Gripshover DF,. Enantiomeric purity determination of 3-aminoquinuclidine by diastereomeric derivatization and high-performance liquid chromatographic separation. J Chromatogr 1989; 446: 415-20. (Pubitemid 19109472)
    • (1989) Journal of Chromatography , vol.466 , pp. 415-420
    • Demian, I.1    Gripshover, D.F.2
  • 36
    • 0028221861 scopus 로고
    • Stereoselective high-performance liquid chromatographic assay of (±)-delmopinol in plasma using solid-phase extraction, a chiral derivatizing agent and electrochemical detection
    • DOI 10.1016/0021-9673(94)80389-7
    • Egginger G, Blaschke G, Lindner W, Olsson AM,. Stereoselective high-performance liquid chromatographic assay of (+)-delmopinol in plasma using solid-phase extration, a chiral derivatizing agent and electrochemical detection. J Chromatogr A 1994; 666: 275-282. (Pubitemid 24138219)
    • (1994) Journal of Chromatography A , vol.666 , Issue.1-2 , pp. 275-282
    • Egginger, G.1    Blaschke, E.2    Lindner, W.3    Olsson, A.-M.4
  • 37
    • 77950795439 scopus 로고    scopus 로고
    • Use of (S)-BINOL as NMR chiral solvating agent for the enantiodiscrimination of omeprazole and its analogs
    • Redondo J, Capdevila A, Latorre I,. Use of (S)-BINOL as NMR chiral solvating agent for the enantiodiscrimination of omeprazole and its analogs. Chirality 2010; 22: 472-478.
    • (2010) Chirality , vol.22 , pp. 472-478
    • Redondo, J.1    Capdevila, A.2    Latorre, I.3
  • 39
    • 78650029379 scopus 로고    scopus 로고
    • 3,3â€-Diaryl-BINOL phosphoric acids as enantioselective extractants of benzylic primary amines
    • Verkuijl BJV, De Vries JG, Feringa B,. 3,3â€-Diaryl-BINOL phosphoric acids as enantioselective extractants of benzylic primary amines. Chirality 2011; 23: 34-43.
    • (2011) Chirality , vol.23 , pp. 34-43
    • Verkuijl, B.J.V.1    De Vries, J.G.2    Feringa, B.3
  • 40
    • 0040805180 scopus 로고
    • Therapeutic agents with dramatic antiretroviral activity and little toxicity at effective doses: Aromatic polycyclic diones hypericin and pseudohypericin
    • Meruelo D, Lavie G, Lavie D,. Therapeutic agents with dramatic antiretroviral activity and little toxicity at effective doses: aromatic polycyclic diones hypericin and pseudohypericin. Proc Natl Acad Sci 1988; 85: 5230-5234.
    • (1988) Proc Natl Acad Sci , vol.85 , pp. 5230-5234
    • Meruelo, D.1    Lavie, G.2    Lavie, D.3
  • 41
    • 0034533274 scopus 로고    scopus 로고
    • Hypocrellin and hypericin-induced phototoxicity of HL-60 cells: Apoptosis or necrosis?
    • Mirossay A, Mojzis J, Tothova J, Hajikova M, Lackova A, Mirossay L,. Hypocrellin and hypericin-induced phototoxicity of HL-60 cells: apoptosis or necrosis? Phytomedicine 2000; 7: 471-476. (Pubitemid 32005676)
    • (2000) Phytomedicine , vol.7 , Issue.6 , pp. 471-476
    • Mirossay, A.1    Mojzis, J.2    Tothova, J.3    Hajikova, M.4    Lackova, A.5    Mirossay, L.6
  • 43
    • 77954211683 scopus 로고    scopus 로고
    • A new family of bent-core C2-symmetric liquid crystals
    • Hope-Ross KA, Heiney PA, Kadla JF,. A new family of bent-core C2-symmetric liquid crystals. Can J Chem 2010; 88: 639-645.
    • (2010) Can J Chem , vol.88 , pp. 639-645
    • Hope-Ross, K.A.1    Heiney, P.A.2    Kadla, J.F.3
  • 45
    • 9244224616 scopus 로고    scopus 로고
    • The road to chemical names and eponyms: Discovery, priority, and credit
    • Cintas P,. The road to chemical names and eponyms: discovery, priority, and credit. Angew Chem Int Ed 2004; 43: 5883-5894.
    • (2004) Angew Chem Int Ed , vol.43 , pp. 5883-5894
    • Cintas, P.1
  • 46
    • 80051552729 scopus 로고
    • Washington DC: The American Chemical Society.
    • Patterson AM,. Words about words. Washington DC: The American Chemical Society; 1957.
    • (1957) Words about Words
    • Patterson, A.M.1
  • 50
    • 78650003304 scopus 로고    scopus 로고
    • Louis Pasteur, Language, and Molecular Chirality-I. Background and Dissymmetry
    • Gal J,. Louis Pasteur, Language, and Molecular Chirality-I. Background and Dissymmetry. Chirality 2011; 23: 1-16.
    • (2011) Chirality , vol.23 , pp. 1-16
    • Gal, J.1
  • 51
    • 34250691471 scopus 로고    scopus 로고
    • Tracing the origins and evolution of chirality and handedness in chemical language
    • DOI 10.1002/anie.200603714
    • Cintas P,. Tracing the origins and evolution of chirality and handedness in chemical language. Angew Chem Int Ed 2007; 46: 4016-4024. (Pubitemid 46959913)
    • (2007) Angewandte Chemie - International Edition , vol.46 , Issue.22 , pp. 4016-4024
    • Cintas, P.1
  • 52
    • 0031739067 scopus 로고    scopus 로고
    • Problems of stereochemical nomenclature and terminology. 1. The homochiral controversy. Its nature and origins, and a proposed solution
    • Gal J,. Problems of stereochemical nomenclature and terminology. 1. The homochiral controversy. Its nature, origins, and a proposed solution. Enantiomer 1998; 3: 263-273. (Pubitemid 28517615)
    • (1998) Enantiomer , vol.3 , Issue.3 , pp. 263-273
    • Gal, J.1
  • 53
    • 0030929554 scopus 로고    scopus 로고
    • Infelicitous stereochemical nomenclature
    • DOI 10.1002/(SICI)1520-636X(1997)9:5/6<428::AID-CHIR5>3.0.CO;2-1
    • Eliel EL,. Infelicitous stereochemical nomenclature. Chirality 1997; 9: 428-430. (Pubitemid 27430429)
    • (1997) Chirality , vol.9 , Issue.5-6 , pp. 428-430
    • Eliel, E.L.1
  • 54
    • 84989487594 scopus 로고
    • Should the terminology used in chirality be more precise?
    • Davankov VA,. Should the terminology used in chirality be more precise? Chirality 1991; 3: 442.
    • (1991) Chirality , vol.3 , pp. 442
    • Davankov, V.A.1
  • 55
    • 0030878057 scopus 로고    scopus 로고
    • Glossary of problematic terms in organic stereochemistry
    • Helmchen G,. Glossary of problematic terms in organic stereochemistry. Enantiomer 1997; 2: 315-318. (Pubitemid 27300113)
    • (1997) Enantiomer , vol.2 , Issue.3-4 , pp. 315-318
    • Helmchen, G.1
  • 56
    • 0000514268 scopus 로고
    • Recherches sur les relations qui peuvent exister entre la forme crystalline, la composition chimique et le sens de la polarisation rotatoire
    • Pasteur L,. Recherches sur les relations qui peuvent exister entre la forme crystalline, la composition chimique et le sens de la polarisation rotatoire. Annal Chim Phys 1848; 24: 442-459.
    • (1848) Annal Chim Phys , vol.24 , pp. 442-459
    • Pasteur, L.1
  • 57
    • 0010743492 scopus 로고
    • The molecular tactics of a crystal. The 2nd Robert Boyle lecture
    • Lord Kelvin,. The molecular tactics of a crystal. The 2nd Robert Boyle lecture. J Oxford Univ Junior Sci Club 1894; 18: 25
    • (1894) J Oxford Univ Junior Sci Club , vol.18 , pp. 25
    • Lord, K.1
  • 59
    • 78649994465 scopus 로고
    • Researches on the molecular dissymmetry of organic natural products
    • 98-112.
    • Pasteur L,. Researches on the molecular dissymmetry of organic natural products. (Transl Ruschenberger WSW) Am J Pharmacy 1862; 34: 1-16,98-112.
    • (1862) (Transl Ruschenberger WSW) Am J Pharmacy , vol.34 , pp. 1-16
    • Pasteur, L.1
  • 60
    • 78650002198 scopus 로고
    • Dissymmetry and asymmetry of molecular configuration
    • Mann FG, Pope WJ,. Dissymmetry and asymmetry of molecular configuration. Chem Indus 1925; 833-835.
    • (1925) Chem Indus , pp. 833-835
    • Mann, F.G.1    Pope, W.J.2
  • 61
    • 78650023299 scopus 로고
    • Pasteur's principle of the relation between molecular and physical dissymmetry
    • Jaeger FM,. Pasteur's principle of the relation between molecular and physical dissymmetry. Chemisch Weekblad 1917; 14: 706-732.
    • (1917) Chemisch Weekblad , vol.14 , pp. 706-732
    • Jaeger, F.M.1
  • 63
    • 80051549347 scopus 로고
    • Klyne W. De laMare P.B.D. editors. London: Butterworths Scientific Publications;. p,18,23.
    • Klyne W, De laMare PBD, editors. Progress in stereochemistry 2. London: Butterworths Scientific Publications; 1958. p 17,18,23.
    • (1958) Progress in Stereochemistry 2 , pp. 17
  • 64
    • 0000165020 scopus 로고
    • Studies on the relationship between chemical constitution and and physiological action. V. Molecular dissymmetry and physiological activity
    • Easson LH, Stedman E,. Studies on the relationship between chemical constitution and and physiological action. V. Molecular dissymmetry and physiological activity. Biochem J 1933; 27: 1257-1266.
    • (1933) Biochem J , vol.27 , pp. 1257-1266
    • Easson, L.H.1    Stedman, E.2
  • 65
    • 0011847945 scopus 로고
    • Determination of optical purity by nuclear magnetic resonance spectroscopy. II. Compounds which owe their dissymmetry to deuterium substitution
    • Raban M, Mislow K,. Determination of optical purity by nuclear magnetic resonance spectroscopy. II. Compounds which owe their dissymmetry to deuterium substitution. Tet Lett 1966: 3961-3966.
    • (1966) Tet Lett , pp. 3961-3966
    • Raban, M.1    Mislow, K.2
  • 66
    • 46749130152 scopus 로고
    • Optical activity and molecular dissymmetry in coordination chemistry
    • Mason SF,. Optical activity and molecular dissymmetry in coordination chemistry. Pure Appl Chem 1970; 24: 335-359.
    • (1970) Pure Appl Chem , vol.24 , pp. 335-359
    • Mason, S.F.1
  • 67
    • 0001679970 scopus 로고
    • Inherently dissymmetric chromophores. Optical rotatory dispersion of α,β-unsaturated ketones and conformational analysis of cyclohexanones
    • Djerassi C, Records R, Bunnenberg E, Mislow K, Moscowitz A,. Inherently dissymmetric chromophores. Optical rotatory dispersion of α,β- unsaturated ketones and conformational analysis of cyclohexanones. J Am Chem Soc 1962; 84: 870-872.
    • (1962) J Am Chem Soc , vol.84 , pp. 870-872
    • Djerassi, C.1    Records, R.2    Bunnenberg, E.3    Mislow, K.4    Moscowitz, A.5
  • 69
    • 80051548642 scopus 로고    scopus 로고
    • (accessed October 15, 2010)
    • (accessed October 15, 2010).
  • 70
    • 67649183444 scopus 로고    scopus 로고
    • Optical signatures of molecular dissymmetry: Combining theory with experiments to address stereochemical puzzles
    • Mukhopadhyay P, Wipf P, Beratan DN,. Optical signatures of molecular dissymmetry: combining theory with experiments to address stereochemical puzzles. Accts Chem Res 2009; 42: 809-819.
    • (2009) Accts Chem Res , vol.42 , pp. 809-819
    • Mukhopadhyay, P.1    Wipf, P.2    Beratan, D.N.3
  • 74
    • 0001216438 scopus 로고
    • True and false chirality and absolute asymmetric synthesis
    • Barron LD,. True and false chirality and absolute asymmetric synthesis. J Am Chem Soc 1986; 108: 5539-5542.
    • (1986) J Am Chem Soc , vol.108 , pp. 5539-5542
    • Barron, L.D.1
  • 75
    • 85050537292 scopus 로고
    • The determination of absolute configuration of planar and axially dissymmetric molecules
    • Eliel E.L. Allinger N.L. editors. Vol. New York: John Wiley & Sons, Inc;. p.
    • Krow G,. The determination of absolute configuration of planar and axially dissymmetric molecules. In:, Eliel EL, Allinger NL, editors. Topics in stereochemistry, Vol 5. New York: John Wiley & Sons, Inc; 1970. p 31-68.
    • (1970) Topics in Stereochemistry , vol.5 , pp. 31-68
    • Krow, G.1
  • 80
    • 0000062479 scopus 로고
    • The resolution of racemic acid
    • Kauffman GB, Myers RD, The resolution of racemic acid. J Chem Ed 1975; 52: 777-781.
    • (1975) J Chem Ed , vol.52 , pp. 777-781
    • Kauffman, G.B.1    Myers, R.D.2
  • 83
    • 0023974176 scopus 로고
    • Pasteur and the Process of Discovery: The Case of Optical Isomerism
    • Geison GL, Secord JA,. Pasteur and the Process of Discovery: The Case of Optical Isomerism. Isis 1988; 79: 6-36.
    • (1988) Isis , vol.79 , pp. 6-36
    • Geison, G.L.1    Secord, J.A.2
  • 84
    • 0003491444 scopus 로고
    • 12th edition. Stuttgart: Georg Thieme Verlag;. p.
    • Karrer P,. Lehrbuch der organischen Chemie. 12th edition. Stuttgart: Georg Thieme Verlag; 1954. p 392.
    • (1954) Lehrbuch der Organischen Chemie , pp. 392
    • Karrer, P.1
  • 85
    • 51149221293 scopus 로고
    • Molecular asymmetry and biological activity
    • Badger GM,. Molecular asymmetry and biological activity. Nature (London, UK) 1947; 159: 194-195.
    • (1947) Nature (London, UK) , vol.159 , pp. 194-195
    • Badger, G.M.1
  • 86
    • 0023373837 scopus 로고
    • Karl Freudenber, Burckhardt Helferich, Hermann O.L. Fischer. A centennial tribute
    • Lichtenthaler FW,. Karl Freudenber, Burckhardt Helferich, Hermann O.L. Fischer. A centennial tribute. Carbohydr Res 1987; 164: 1-22.
    • (1987) Carbohydr Res , vol.164 , pp. 1-22
    • Lichtenthaler, F.W.1
  • 89
    • 79958019374 scopus 로고
    • Charles Moureu, 1863-1929
    • Dufraisse C,. Charles Moureu, 1863-1929. Bull Soc Chim France 1931; 49: 741-829.
    • (1931) Bull Soc Chim France , vol.49 , pp. 741-829
    • Dufraisse, C.1
  • 90
    • 0039997456 scopus 로고
    • London: Gerald Duckworth & Co Ltd; 2nd ed. p.
    • Findlay A,. A hundred years of chemistry. London: Gerald Duckworth & Co Ltd; 2nd ed.; 1948. p 61.
    • (1948) A Hundred Years of Chemistry , pp. 61
    • Findlay, A.1
  • 91
    • 33846307780 scopus 로고    scopus 로고
    • Carl Friedrich Naumann and the introduction of Enantio terminology: A review and analysis on the 150th anniversary
    • DOI 10.1002/chir.20314
    • Gal J,. Carl Friedrich Naumann and the introduction of enantio terminology: A review and analysis on the 150th anniversary. Chirality 2007; 19: 89-98. (Pubitemid 46122651)
    • (2007) Chirality , vol.19 , Issue.2 , pp. 89-98
    • Gal, J.1
  • 93
    • 70349904382 scopus 로고    scopus 로고
    • Trityl ethers: Molecular bevel gears reporting chirality through circular dichroism spectra
    • Sciebura J, Skowronek P, Gawronski J,. Trityl ethers: molecular bevel gears reporting chirality through circular dichroism spectra. Angew Chem Int Ed 2009; 48: 7069-7072.
    • (2009) Angew Chem Int Ed , vol.48 , pp. 7069-7072
    • Sciebura, J.1    Skowronek, P.2    Gawronski, J.3
  • 95
    • 0037019997 scopus 로고    scopus 로고
    • An improved method for the synthesis of dissymmetric N,Nâ€- disubstituted imidazole-4,5-dicarboxamides
    • Viznycia AV, Baures PW,. An improved method for the synthesis of dissymmetric N,Nâ€-disubstituted imidazole-4,5-dicarboxamides. J Org Chem 2002; 67: 7151-7154.
    • (2002) J Org Chem , vol.67 , pp. 7151-7154
    • Viznycia, A.V.1    Baures, P.W.2
  • 96
    • 57649200479 scopus 로고    scopus 로고
    • Reaching optimal light-induded intramolecular spin alignment within photomagnetic device prototypes
    • Ciofini B, Adamo C, Teki Y, Tuyèras F, Lainé PP,. Reaching optimal light-induded intramolecular spin alignment within photomagnetic device prototypes. Chem Eur J 2008; 14: 11385-11405.
    • (2008) Chem Eur J , vol.14 , pp. 11385-11405
    • Ciofini, B.1    Adamo, C.2    Teki, Y.3    Tuyã̈ras, F.4    Lainé, P.P.5
  • 97
    • 0003467672 scopus 로고
    • New York: John Wiley & Sons;. 3rd ed. p.
    • March J,. Advanced organic chemistry. New York: John Wiley & Sons; 1958. 3rd ed. p 91.
    • (1958) Advanced Organic Chemistry , pp. 91
    • March, J.1
  • 98
    • 36348953849 scopus 로고    scopus 로고
    • New efficient route to dissymmetric 2,4-di(het)arylpryrido[3,2-d] pyrimidines via regioselective cross-coupling reactions
    • Tikad A, Routier S, Akssira M, Leger J-M, Jarry C, Guillaumet G,. New efficient route to dissymmetric 2,4-di(het)arylpryrido[3,2-d]pyrimidines via regioselective cross-coupling reactions. Org Lett 2007; 9: 4673-4676.
    • (2007) Org Lett , vol.9 , pp. 4673-4676
    • Tikad, A.1    Routier, S.2    Akssira, M.3    Leger, J.-M.4    Jarry, C.5    Guillaumet, G.6
  • 99
    • 58349091055 scopus 로고    scopus 로고
    • Synthesis and radical polymerization of dissymmetric fumarates with alkoxyethyl and bulky siloxy groups
    • Ohnishi M, Uno T, Kubo M, Itoh T,. Synthesis and radical polymerization of dissymmetric fumarates with alkoxyethyl and bulky siloxy groups. J Polym Sci 2009; 47: 420-433.
    • (2009) J Polym Sci , vol.47 , pp. 420-433
    • Ohnishi, M.1    Uno, T.2    Kubo, M.3    Itoh, T.4
  • 100
    • 33846564496 scopus 로고    scopus 로고
    • Regioselective hydration and deprotection of chiral, dissymmetric iminodinitriles in the scope of an asymmetric Strecker strategy
    • Rossi J-C, Marull M, Boiteau L, Taillades J,. Regioselective hydration and deprotection of chiral, dissymmetric iminodinitriles in the scope of an asymmetric Strecker strategy. Eur J Org Chem 2007: 662-668.
    • (2007) Eur J Org Chem , pp. 662-668
    • Rossi, J.-C.1    Marull, M.2    Boiteau, L.3    Taillades, J.4
  • 101
    • 28344449125 scopus 로고    scopus 로고
    • Actual transient photocurrents from a one-donor (ID) photoconductor
    • DOI 10.1080/10420150412331272345
    • Ongaro R, Caroum M, Pillonnet A,. Actual transiet photocurrents from a one-donor photoconductor. Radiation effects and defects in solids 2004; 159: 399-422. (Pubitemid 41717677)
    • (2004) Radiation Effects and Defects in Solids , vol.159 , Issue.7 , pp. 399-422
    • Ongaro, R.1    Garoum, M.2    Pillonnet, A.3
  • 102
    • 80051548326 scopus 로고
    • Stigmatic balloon spectra of the solar Mg II doublet
    • Lemaire P, Blamont JE,. Stigmatic balloon spectra of the solar Mg II doublet. Astrophys J 1967; 150: 129-134.
    • (1967) Astrophys J , vol.150 , pp. 129-134
    • Lemaire, P.1    Blamont, J.E.2
  • 103
    • 4043144815 scopus 로고
    • Exploding wire particle size by light scattering measurement
    • Weber FN, Shear DD,. Exploding wire particle size by light scattering measurement. J Appl Phys 1969; 40: 3854-3856.
    • (1969) J Appl Phys , vol.40 , pp. 3854-3856
    • Weber, F.N.1    Shear, D.D.2
  • 104
    • 0000798431 scopus 로고
    • Sur la symétrie dans les phénomènes physiques, symètrie d'un champ électrique et d'un champ magnétique
    • Curie P,. Sur la symétrie dans les phénomènes physiques, symètrie d'un champ électrique et d'un champ magnétique. J Phys (Paris) 1894; 3: 393-415.
    • (1894) J Phys (Paris) , vol.3 , pp. 393-415
    • Curie, P.1
  • 110
    • 34548087520 scopus 로고    scopus 로고
    • Subclinical neurophysiological effects of manganese in welding workers
    • He SC, Niu Q,. Subclinical neurophysiological effects of manganese in welding workers. Int J Immunopath Pharmacol 2004; 17: 11-16.
    • (2004) Int J Immunopath Pharmacol , vol.17 , pp. 11-16
    • He, S.C.1    Niu, Q.2
  • 111
    • 0035899155 scopus 로고    scopus 로고
    • Behcet's disease with atypical double neurological involvement
    • Behcet's disease with atypical double neurological involvement. Revista de nurologia 2001; 33: 333-334.
    • (2001) Revista de Nurologia , vol.33 , pp. 333-334
  • 112
    • 0028328219 scopus 로고
    • Austere military medical care: A graded response
    • Dressler DP, Hozid JL,. Austere military medical care: a graded response. Mil Med 1994; 159: 196-201. (Pubitemid 24143304)
    • (1994) Military Medicine , vol.159 , Issue.3 , pp. 196-201
    • Dressler, D.P.1    Hozid, J.L.2
  • 113
    • 0014631740 scopus 로고
    • Determination of latex particle size by light scattering. VIII. Forward angle ratio method
    • (1966).
    • Maron SH, Pierce PE,. Determination of latex particle size by light scattering. VIII. Forward angle ratio method. J Polym Sci 1969; 27 (1966): 183-193.
    • (1969) J Polym Sci , vol.27 , pp. 183-193
    • Maron, S.H.1    Pierce, P.E.2
  • 114
    • 84996131192 scopus 로고    scopus 로고
    • Statistical analysis of the thickness variations in coils of packaged steel
    • Hollebeke P,. Statistical analysis of the thickness variations in coils of packaged steel. Rev Metall/Cah Inform Tech 2001; 98: 873-879.
    • (2001) Rev Metall/Cah Inform Tech , vol.98 , pp. 873-879
    • Hollebeke, P.1
  • 116
    • 80051550413 scopus 로고    scopus 로고
    • Nobelprize.org Accessed on 8 Oct 2010
    • "Giulio Natta-Biography". Nobelprize.org. Available at:. Accessed on 8 Oct 2010.
    • Giulio Natta-Biography
  • 119
  • 123
    • 80051552882 scopus 로고    scopus 로고
    • Accessed on September 28, 2010)
    • Accessed on September 28, 2010).
  • 127
    • 0000008257 scopus 로고
    • New synthetic strategy for highly symmetric chiral macrocycles from carbohydrate derivatives
    • Vicent C, Martin-Lomas M, Penades S,. New synthetic strategy for highly symmetric chiral macrocycles from carbohydrate derivatives. Tetrahedron 1989; 45: 3605-3612.
    • (1989) Tetrahedron , vol.45 , pp. 3605-3612
    • Vicent, C.1    Martin-Lomas, M.2    Penades, S.3
  • 130
    • 0035804378 scopus 로고    scopus 로고
    • Does CIP nomenclature, adequately handle molecules with multiple stereoelements? A case study of vancomycin and cognates
    • DOI 10.1002/1521-3773(20010216)40:4<701::AID-ANIE7010>3.0.CO;2-O
    • Nicolaou KC, Boddy CNC, Siegel JS,. Does CIP nomenclature adequately handle multiple stereoelements? A case study of vancomycin and cognates. Angew Chem Int Ed 2001; 40: 701-704. (Pubitemid 32179721)
    • (2001) Angewandte Chemie - International Edition , vol.40 , Issue.4 , pp. 701-704
    • Nicolaou, K.C.1    Boddy, C.N.C.2    Siegel, J.S.3
  • 131
    • 0034809006 scopus 로고    scopus 로고
    • Synthesis of enantioenriched axially chiral anilides from atropisomerically enriched tartarate ortho-anilides
    • DOI 10.1021/ja010467p
    • Ates A, Curran DP,. Synthesis of enantioenriched axially chiral anilides from atropisomerically enriched tartrate ortho-anilides. J Am Chem Soc 2001; 123: 5130-5131. (Pubitemid 32905682)
    • (2001) Journal of the American Chemical Society , vol.123 , Issue.21 , pp. 5130-5131
    • Ates, A.1    Curran, D.P.2
  • 132
    • 77952781523 scopus 로고    scopus 로고
    • Axially chiral N-(o-aryl)-4-hydroxy-2-oxazolidinone derivatives from diastereoselective reduction of N-(o-aryl)-2,4-oxazolidinediones: Thermally interconvertible atropisomers via ring-chain tautomerization
    • Demir-Ordu Ã-, DoÄan Ä,. Axially chiral N-(o-aryl)-4-hydroxy-2-oxazolidinone derivatives from diastereoselective reduction of N-(o-aryl)-2,4-oxazolidinediones: Thermally interconvertible atropisomers via ring-chain tautomerization. Chirality 2010; 22: 641-654.
    • (2010) Chirality , vol.22 , pp. 641-654
    • Demir-Ordu, Ã.1    Doäan, Ä.2
  • 133
    • 0001690376 scopus 로고    scopus 로고
    • Enantioselective Dehydrohalogenation Using Chiral Alkoxides: Design of a Catalytic System Allowing Access to Axially Dissymmetric Compounds
    • Amadji M, Vadecard J, Cahard D, Duhamel L, Duhamel P, Plaquevent J-C,. Enantioselective dehydrohalogenation using chiral alkoxides: design of a catalytic system allowing access to axially dissymmetric compounds. J Org Chem 1998; 63: 5541-5546. (Pubitemid 128500838)
    • (1998) Journal of Organic Chemistry , vol.63 , Issue.16 , pp. 5541-5546
    • Amadji, M.1    Vadecard, J.2    Cahard, D.3    Duhamel, L.4    Duhamel, P.5    Plaquevent, J.-C.6
  • 135
    • 34548191726 scopus 로고    scopus 로고
    • Design of axially chiral dicarboxylic acid for asymmetric mannich reaction of arylaldehyde N-boc imines and diazo compounds
    • DOI 10.1021/ja0713375
    • Hashimoto T, Maruoka K,. Design of axially chiral dicarboxylic acid for asymmetric Mannich reaction of arylaldehyde N-Boc imines and diazo compounds. J Am Chem Soc 2007; 129: 10054-10055. (Pubitemid 47312923)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.33 , pp. 10054-10055
    • Hashimoto, T.1    Maruoka, K.2
  • 139
    • 0000845842 scopus 로고
    • Stereochemistry of tetrahedral nickel complexes. Configurational rigidity and stereochemical analysis
    • Knorr R, Weiss A, Polzer H, Raepple E,. Stereochemistry of tetrahedral nickel complexes. Configurational rigidity and stereochemical analysis. J Am Chem Soc 1977; 99: 650-651.
    • (1977) J Am Chem Soc , vol.99 , pp. 650-651
    • Knorr, R.1    Weiss, A.2    Polzer, H.3    Raepple, E.4
  • 141
    • 7044222421 scopus 로고    scopus 로고
    • Axially dissymmetric N-thioacylated (S)-(-)-1,1′-binaphthyl-2, 2′-diamine ligands for copper-catalyzed asymmetric Michael addition of diethylzinc to α,β-unsaturated ketone
    • DOI 10.1002/chir.20086
    • Shi M, Duan W-L, Rong G-B,. Axially dissymmetric N-thioacylated (S)-(-)-1,1â€-binaphthyl-2,2â€-diamine liganxs for copper-catalyzed asymmetric Michael addition of diethylzinc to α,β-unsaturated ketones. Chirality 2004; 16: 642-651. (Pubitemid 39425823)
    • (2004) Chirality , vol.16 , Issue.9 , pp. 642-651
    • Shi, M.1    Duan, W.-L.2    Rong, G.-B.3
  • 143
    • 0028329324 scopus 로고
    • The axially dissymmetric pyrrole as a novel chiral building block: Synthesis, characterization and application to the first 'predetermined' synthesis of a chiral atropisomeric porphyrin with molecular asymmetry
    • Furusho Y, Aida T, Inoue S,. The axially dissymmetric pyrrole as a novel chiral building block: synthesis, characterization and application to the first 'predetermined' synthesis of a chiral atropisomeric prophyrin with molecular asymmetry. J Chem Soc Chem Commun 1994; 653-655. (Pubitemid 24088718)
    • (1994) Journal of the Chemical Society - Series Chemical Communications , Issue.5 , pp. 653-655
    • Furusho, Y.1    Alda, T.2    Inoue, S.3
  • 144
    • 0001034771 scopus 로고    scopus 로고
    • Synthesis of an Axially Dissymmetric Biphenylcarboxylate Ligand, BDME, and Asymmetric Cyclopropanation of Olefins with Diazoacetate Catalyzed by Its Dirhodium(II) Complex
    • Ishitani H, Achiwa K,. Asymmetric reactions catalyzed by chiral metal complexes. Part 77. Synthesis of axially dissymmetric biphenylcarboxylate ligand BDME, and asymmetric cyclopropanation of olefins with diazoacetate catalyzed by its dirhodium(II) complex. Synlett 1997; 781-782. (Pubitemid 127496104)
    • (1997) Synlett , vol.1997 , Issue.7 , pp. 781-782
    • Ishitani, H.1    Achiwa, K.2
  • 145
    • 34248656228 scopus 로고    scopus 로고
    • Synthesis of axially dissymmetric ligands with two chiral centers of perfluoroalkyl carbinol moiety, and their application to asymmetric synthesis
    • Omote M, Sato K, Ando A, Kumadari I,. Synthesis of axially dissymmetric ligands with two chiral centers of perfluoroalkyl carbinol moiety, and their application to asymmetric synthesis. Curr org synth 2007; 4: 137-150.
    • (2007) Curr Org Synth , vol.4 , pp. 137-150
    • Omote, M.1    Sato, K.2    Ando, A.3    Kumadari, I.4
  • 146
    • 0030213726 scopus 로고    scopus 로고
    • Optically active aromatic polyimides having axially dissymmetric 1,1′-binaphthalene-2,2′-diyl units
    • Mi Q, Gao L, Ding M,. Optically active aromatic polyimides having axially dissymmetric 1,1â€-binaphthalene-2,2â€-diyl units. Macromolecules 1996; 29: 5758-5759. (Pubitemid 126553992)
    • (1996) Macromolecules , vol.29 , Issue.17 , pp. 5758-5759
    • Mi, Q.1    Gao, L.2    Ding, M.3
  • 147
    • 0001428320 scopus 로고
    • Nucleophilic cleavage of 4,5-dihydro-3H-dinaph[2,1-c:1â€, 2â€-e]azepinium quaternary salts. A convenient approach to new axially dissymmetric and axially asymmetric ligands
    • Stará IG, Starà I, Závada J,. Nucleophilic cleavage of 4,5-dihydro-3H-dinaph[2,1-c:1â€,2â€-e]azepinium quaternary salts. A convenient approach to new axially dissymmetric and axially asymmetric ligands. J Org Chem 1992; 57: 6966-6969.
    • (1992) J Org Chem , vol.57 , pp. 6966-6969
    • Stará, I.G.1    Starã, I.2    Závada, J.3
  • 148
    • 77956699401 scopus 로고    scopus 로고
    • (S)-6-Bromo-BINOL-based phosphoramidite ligand with C1 symmetry for enantioselective hydrogenation and allylic substitution
    • Gavrilov KN, Benetsky EB, Boyko VE, Rastorguev EA, Davankov VA, Schäffner B, Börner A,. (S)-6-Bromo-BINOL-based phosphoramidite ligand with C1 symmetry for enantioselective hydrogenation and allylic substitution. Chirality 2010; 22: 844-848.
    • (2010) Chirality , vol.22 , pp. 844-848
    • Gavrilov, K.N.1    Benetsky, E.B.2    Boyko, V.E.3    Rastorguev, E.A.4    Davankov, V.A.5    Schäffner, B.6    Börner, A.7
  • 149
    • 77950819437 scopus 로고    scopus 로고
    • Syntheses of novel C2-symmetric chiral bidentate bis(N-heterocyclic carbene) ligands and their molybdenum complexes
    • Anezaki S,;, Yamaguchi Y, Asami M, Syntheses of novel C2-symmetric chiral bidentate bis(N-heterocyclic carbene) ligands and their molybdenum complexes. Chem Lett 2010; 39: 398-399.
    • (2010) Chem Lett , vol.39 , pp. 398-399
    • Anezaki, S.1    Yamaguchi, Y.2    Asami, M.3
  • 150
    • 72149106837 scopus 로고    scopus 로고
    • An efficient method for catalytic enantioselective addition of diethylzinc to aryl aldehydes by a C2-symmetric chiral imino alcohol
    • Salehi P, Dabiri M, Kozehgary G,;, Baghbanzadeh M,. An efficient method for catalytic enantioselective addition of diethylzinc to aryl aldehydes by a C2-symmetric chiral imino alcohol. Tetrahedron: Asymmetry; 2009: 20: 2609-2611.
    • (2009) Tetrahedron: Asymmetry , vol.20 , pp. 2609-2611
    • Salehi, P.1    Dabiri, M.2    Kozehgary, G.3    Baghbanzadeh, M.4
  • 151
    • 33750738197 scopus 로고    scopus 로고
    • Enantioselective microbial hydrolysis of dissymmetrical cyclic carbonates with disubstitution
    • DOI 10.1016/j.tet.2006.09.066, PII S004040200601533X
    • Nogawa M, Sugawara S, Iizuka R, Shimojo M, Ohta H, Hatanaka M,. Enantioselective microbial dissymmetrical cyclic carbonates with disubstitution. Tetrahedron 2006; 62: 12071-12083. (Pubitemid 44708264)
    • (2006) Tetrahedron , vol.62 , Issue.51 , pp. 12071-12083
    • Nogawa, M.1    Sugawara, S.2    Iizuka, R.3    Shimojo, M.4    Ohta, H.5    Hatanaka, M.6    Matsumoto, K.7
  • 152
    • 49549130398 scopus 로고
    • The ground state geometry of a pentatetraene
    • Jochims JC, Karich G,. The ground state geometry of a pentatetraene. Tetrahedron Lett 1976; 17: 1395-1398.
    • (1976) Tetrahedron Lett , vol.17 , pp. 1395-1398
    • Jochims, J.C.1    Karich, G.2
  • 153
    • 38949197869 scopus 로고    scopus 로고
    • A new application for PyOX-ligands: The asymmetric Henry reaction
    • Oila MJ, Tois JE, Koskinen AMP,. A new application for PyOX-ligands: The asymmetric Henry reaction. Lett Org Chem 2008; 5: 11-16.
    • (2008) Lett Org Chem , vol.5 , pp. 11-16
    • Oila, M.J.1    Tois, J.E.2    Koskinen, A.M.P.3
  • 154
    • 0034601947 scopus 로고    scopus 로고
    • The synthesis of a novel non-C2 symmetric H4-BINOL ligand and its application to titanium-catalyzed enantioselective addition of diethylzinc to aldehydes
    • Shen X, Guo H, Ding KL,. The synthesis of a novel non-C2 symmetric H4-BINOL ligand and its application to titanium-catalyzed enantioselective addition of diethylzinc to aldehydes. Tetrahedron: Asymmetry 2000; 11: 4321-4327.
    • (2000) Tetrahedron: Asymmetry , vol.11 , pp. 4321-4327
    • Shen, X.1    Guo, H.2    Ding, K.L.3
  • 155
    • 0000858893 scopus 로고
    • 2,6,9-Trioxabicyclo[3.3.1]nona-3,7-diene-4,8-dicarboxaldehyde, a dissymmetric propeller-like molecule. the structure and chirality proof
    • BuděšínskÃ.
    • Arnold Z,BuděšínskÃ. 2,6,9-Trioxabicyclo[3.3. 1]nona-3,7-diene-4,8-dicarboxaldehyde, a dissymmetric propeller-like molecule. The structure and chirality proof. J Org Chem 1988; 53: 5352-5353.
    • (1988) J Org Chem , vol.53 , pp. 5352-5353
    • Arnold, Z.1
  • 162
    • 84855739512 scopus 로고
    • L'énantiomorphie des squelettes chez les Silicoflagellés
    • Hovasse K,. L'énantiomorphie des squelettes chez les Silicoflagellés. Bull Soc Zool France 1932; 57: 54-56.
    • (1932) Bull Soc Zool France , vol.57 , pp. 54-56
    • Hovasse, K.1
  • 163
    • 49949132378 scopus 로고
    • Énantiomorphisme et racémisation chez quelques constituants végétaux
    • Plouvier V,. Énantiomorphisme et racémisation chez quelques constituants végétaux. Phytochemistry 1966; 5: 955-967.
    • (1966) Phytochemistry , vol.5 , pp. 955-967
    • Plouvier, V.1
  • 169
    • 80051551157 scopus 로고
    • Bischoff C.A. Walden P. Eds. Frankfurt a. M.: Verlag von H. Bechhold;. p.
    • Bischoff CA, Walden P,. Eds. Handbuch der Stereochemie. Frankfurt a. M.: Verlag von H. Bechhold; 1894. p 148.
    • (1894) Handbuch der Stereochemie , pp. 148


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.