메뉴 건너뛰기




Volumn 22, Issue 5, 2010, Pages 486-494

Bile acids in asymmetric synthesis and chiral discrimination

Author keywords

Asymmetric synthesis; Bile acids; Enclathration; Host guest complexation; Racemate resolution

Indexed keywords

ACETOPHENONE; AMINO ACID; BENZENE; BILE ACID; BILE SALT; CARBONYL DERIVATIVE; CHENODEOXYCHOLIC ACID; CHOLANIC ACID DERIVATIVE; CHOLIC ACID; DEOXYCHOLIC ACID; GLYCINE; LITHOCHOLIC ACID; MANGANESE DERIVATIVE; STEROID; TAURINE; TERPENE;

EID: 77950808392     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20769     Document Type: Review
Times cited : (11)

References (83)
  • 2
    • 0002503177 scopus 로고    scopus 로고
    • Bile acids as building blocks of supramolecular hosts
    • Tamminen J, Kolehmainen E. Bile acids as building blocks of supra-molecular hosts. Molecules 2001;6:21-46 and references. (Pubitemid 38972445)
    • (2001) Molecules , vol.6 , Issue.1 , pp. 21-46
    • Tamminen, J.1    Kolehmainen, E.2
  • 4
    • 0000360638 scopus 로고    scopus 로고
    • Deoxycholic acid and related hosts
    • MacNicol DD, Toda F, Bishop R, editors New York: Pergamon
    • Miyata M, Sada K. Deoxycholic acid and related hosts. In: MacNicol DD, Toda F, Bishop R, editors. Comprehensive supramolecular chemistry, Vol 6. New York: Pergamon; 1996. p 147-176.
    • (1996) Comprehensive Supramolecular Chemistry , vol.6 , pp. 147-176
    • Miyata, M.1    Sada, K.2
  • 5
    • 34848865280 scopus 로고    scopus 로고
    • Bile acid scaffolds in supramolecular chemistry: The interplay of design and synthesis
    • Davis AP. Bile acid scaffolds in supramolecular chemistry: the interplay of design and synthesis. Molecules 2007;12:2106-2122.
    • (2007) Molecules , vol.12 , pp. 2106-2122
    • Davis, A.P.1
  • 6
    • 4544234923 scopus 로고    scopus 로고
    • Use of bile acids in pharmacological and supramolecular applications
    • Virtanen E, Kolehmainen E. Use of bile acids in pharmacological and supramolecular applications. Eur J Org Chem 2004;3385-3399.
    • (2004) Eur J Org Chem , pp. 3385-3399
    • Virtanen, E.1    Kolehmainen, E.2
  • 7
    • 22644439708 scopus 로고    scopus 로고
    • Chemistry and biology of bile acids
    • Mukhopadhyay S, Maitra U. Chemistry and biology of bile acids. Curr Sci 2004;87:1666-1683. (Pubitemid 41024553)
    • (2004) Current Science , vol.87 , Issue.12 , pp. 1666-1683
    • Mukhopadhyay, S.1    Maitra, U.2
  • 8
    • 14844358214 scopus 로고    scopus 로고
    • Bile acid derivatives as enantiodifferentiating host molecules in inclusion processes
    • DOI 10.1002/chir.20126
    • Bortolini O, Fantin G, Fogagnolo M. Bile acid derivatives as enantio-differentiating host molecules in inclusion processes. Chirality 2005; 17:121-130. (Pubitemid 40352568)
    • (2005) Chirality , vol.17 , Issue.3 , pp. 121-130
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3
  • 9
    • 34548399569 scopus 로고    scopus 로고
    • Crystalline host-guest assemblies of steroidal and related molecules: Diversity, hierarchy and supramolecu-lar chirality
    • Miyata M, Tohnai N, Hisaki I. Crystalline host-guest assemblies of steroidal and related molecules: diversity, hierarchy and supramolecu-lar chirality. Acc Chem Res 2007;40:694-702.
    • (2007) Acc Chem Res , vol.40 , pp. 694-702
    • Miyata, M.1    Tohnai, N.2    Hisaki, I.3
  • 10
    • 0000008294 scopus 로고    scopus 로고
    • Bile acids in asymmetric synthesis and molecular recognition
    • Maitra U. Bile acids in asymmetric synthesis and molecular recognition. Curr Sci 1996;71:617-624. (Pubitemid 126419442)
    • (1996) Current Science , vol.71 , Issue.8 , pp. 617-624
    • Maitra, U.1
  • 11
    • 0000759694 scopus 로고
    • Steroids as structural components in molecular engineering
    • Davis AP. Cholaphanes, et al. Steroids as structural components in molecular engineering. Chem Soc Rev 1993;22:243-253.
    • (1993) Chem Soc Rev , vol.22 , pp. 243-253
    • Cholaphanes, D.Ap.1
  • 12
    • 0000097162 scopus 로고    scopus 로고
    • Dimeric and oligomeric steroids
    • Li Y, Dias JR. Dimeric and oligomeric steroids. Chem Rev 1997;97: 283-304. (Pubitemid 127662447)
    • (1997) Chemical Reviews , vol.97 , Issue.1 , pp. 283-304
    • Li, Y.1    Dias, J.R.2
  • 13
    • 0030769885 scopus 로고    scopus 로고
    • Biotransformations on steroid nucleus of bile acids
    • DOI 10.1016/S0039-128X(97)00043-3, PII S0039128X97000433
    • Bortolini O, Medici A, Poli S. Biotransformations on steroid nucleus of bile acids. Steroids 1997;62:564-577. (Pubitemid 27381668)
    • (1997) Steroids , vol.62 , Issue.8-9 , pp. 564-577
    • Bortolini, O.1    Medici, A.2    Poli, S.3
  • 14
    • 77950793664 scopus 로고
    • Trends in bile acid research
    • Paumgartner G Stiehl A Gerok W editors
    • Paumgartner G, Stiehl A, Gerok W, editors. Trends in bile acid research. Dordrecht: Kluwer Academic Publishers; 1989.
    • (1989) Dordrecht: Kluwer Academic Publishers
  • 15
    • 0002148515 scopus 로고    scopus 로고
    • Bile acids in drug discovery
    • DOI 10.1016/S1359-6446(96)10046-5, PII S1359644696100465
    • Enhsen A, Kramer W, Wess G. Bile acids in drug discovery. Drug Discov Today 1998;3:409-418. (Pubitemid 28391982)
    • (1998) Drug Discovery Today , vol.3 , Issue.9 , pp. 409-418
    • Enhsen, A.1    Kramer, W.2    Wess, G.3
  • 17
    • 14844355347 scopus 로고
    • Chem Abstr 1994;120:208575.
    • (1994) Chem Abstr , vol.120 , pp. 208575
  • 21
    • 0000802149 scopus 로고
    • First asymmetric synthesis of the Tröger's base unit on a chiral template
    • Maitra U, Bag BG. First asymmetric synthesis of the Tröger's base unit on a chiral template. J Org Chem 1992;57:6979-6981.
    • (1992) J Org Chem , vol.57 , pp. 6979-6981
    • Maitra, U.1    Bag, B.G.2
  • 22
    • 0028960981 scopus 로고
    • A convenient method for the synthesis of Troeger's base analogs
    • Maitra U, Bag BG. A convenient method for the synthesis of Troeger's base analogs. Synth Commun 1995;25:1849-1856.
    • (1995) Synth Commun , vol.25 , pp. 1849-1856
    • Maitra, U.1    Bag, B.G.2
  • 23
    • 37049070942 scopus 로고
    • Bile acids in asymmetric synthesis. 5. Asymmetric synthesis of steroidal Troeger's base analogs. X-ray molecular structure of methyl 3a,12a-{6H,12H-5,11- methanodi-benzo[b,f][1,5]diazocine-2,8-bisacetoxy}-5b-cholan-24-oate
    • Maitra U, Bag BG, Rao P, Powell D. Bile acids in asymmetric synthesis. 5. Asymmetric synthesis of steroidal Troeger's base analogs. X-ray molecular structure of methyl 3a,12a-{6H,12H-5,11-methanodi-benzo[b,f][1,5]diazocine-2,8- bisacetoxy}-5b-cholan-24-oate. J Chem Soc Perkin Trans 1 1995;16:2049-2056.
    • (1995) J Chem Soc Perkin Trans 1 , vol.16 , pp. 2049-2056
    • Maitra, U.1    Bag, B.G.2    Rao, P.3    Powell, D.4
  • 24
    • 0029037258 scopus 로고
    • Template directed asymmetric synthesis of the 1,1-binaphthol unit
    • Bandyopadhyay AK, Maitra U. Template directed asymmetric synthesis of the 1,1-binaphthol unit. Tetrahedron Lett 1995;36:3749-3750.
    • (1995) Tetrahedron Lett , vol.36 , pp. 3749-3750
    • Bandyopadhyay, A.K.1    Maitra, U.2
  • 25
    • 0034555369 scopus 로고    scopus 로고
    • Highly diastereoselec-tive synthesis of the 1,1-binaphthol unit on a bile acid template
    • Bandyopadhyay AK, Sangeetha NM, Maitra U. Highly diastereoselec-tive synthesis of the 1,1-binaphthol unit on a bile acid template. J Org Chem 2000;65:8239-8244.
    • (2000) J Org Chem , vol.65 , pp. 8239-8244
    • Bandyopadhyay, A.K.1    Sangeetha, N.M.2    Maitra, U.3
  • 26
    • 0033595886 scopus 로고    scopus 로고
    • Synthesis of chiral [60]fullerene-steroid bisadducts using steroid templates
    • DOI 10.1016/S0040-4020(99)00742-5, PII S0040402099007425
    • Ishi T, Shinkai S. Synthesis of chiral [60]fullerene-steroid bisadducts using steroid templates. Tetrahedron 1999;55:12515-12530. (Pubitemid 29469851)
    • (1999) Tetrahedron , vol.55 , Issue.43 , pp. 12515-12530
    • Ishi-i, T.1    Shinkai, S.2
  • 27
    • 0007024448 scopus 로고
    • Bile acids in asymmetric synthesis. Part 2. Cholic acid derived novel chiral auxiliaries for asymmetric Diels-Alder reactions
    • Maitra U, Mathivanan P. Bile acids in asymmetric synthesis. Part 2. Cholic acid derived novel chiral auxiliaries for asymmetric Diels-Alder reactions. J Chem Soc Chem Commun 1993;1469-1471.
    • (1993) J Chem Soc Chem Commun , pp. 1469-1471
    • Maitra, U.1    Mathivanan, P.2
  • 28
    • 0028789421 scopus 로고
    • Asymmetric Diels-Alder reactions of chi-ral acrylates of cholic acid derivatives
    • Maitra U, Mathivanan P. Asymmetric Diels-Alder reactions of chi-ral acrylates of cholic acid derivatives. J Org Chem 1995;60:364-369.
    • (1995) J Org Chem , vol.60 , pp. 364-369
    • Maitra, U.1    Mathivanan, P.2
  • 29
    • 0027968357 scopus 로고
    • Diastereoselective reduction of α-keto esters derived from functionalised cholic acid
    • DOI 10.1016/0957-4166(94)80149-5
    • Maitra U, Mathivanan P. Diastereoselective reduction of a-keto esters derived from functionalized cholic acid. Tetrahedron Asymmetry 1994;5:1171-1174. (Pubitemid 24235174)
    • (1994) Tetrahedron Asymmetry , vol.5 , Issue.7 , pp. 1171-1174
    • Maitra, U.1    Mathivanan, P.2
  • 30
    • 0034622905 scopus 로고    scopus 로고
    • Synthesis of both enantiomers of 1-phenylethane-1,2-diol via chirality transfer from bile acid derivatives
    • Bandyopadhyaya AK, Sangeetha NM, Radha A, Maitra U. Synthesis of both enantiomers of 1-phenylethane-1,2-diol via chirality transfer from bile acid derivatives. Tetrahedron Asymmetry 2000;11:3463-3466.
    • (2000) Tetrahedron Asymmetry , vol.11 , pp. 3463-3466
    • Bandyopadhyaya, A.K.1    Sangeetha, N.M.2    Radha, A.3    Maitra, U.4
  • 31
    • 34447101015 scopus 로고    scopus 로고
    • Synthesis of proline derivatives of bile acids and their evaluation as organocatalysts in the asymmetric direct aldol reaction
    • DOI 10.1016/j.tetasy.2007.05.023, PII S0957416607003849
    • Puleo GL, Masi M, Iuliano A. Synthesis of proline derivatives of bile acids and their evaluation as organocatalysts in the asymmetric direct aldol reaction. Tetrahedron Asymmetry 2007;18:1364-1375. (Pubitemid 47030893)
    • (2007) Tetrahedron Asymmetry , vol.18 , Issue.11 , pp. 1364-1375
    • Puleo, G.L.1    Masi, M.2    Iuliano, A.3
  • 32
    • 37549019673 scopus 로고    scopus 로고
    • Methyl 12-[d-prolinoylamino]cholate as a versatile organocatalyst for the asymmetric aldol reaction of cyclic ketones
    • DOI 10.1016/j.tetasy.2007.11.023, PII S0957416607008646
    • Puleo GL, Iuliano A. Methyl 12-[D-prolinoylamino]cholate as a versatile organocatalyst for the asymmetric aldol reaction of cyclic ketones. Tetrahedron Asymmetry 2007;18:2894-2900. (Pubitemid 50012516)
    • (2007) Tetrahedron Asymmetry , vol.18 , Issue.24 , pp. 2894-2900
    • Puleo, G.L.1    Iuliano, A.2
  • 33
    • 4143088133 scopus 로고    scopus 로고
    • Organocatalytic asymmetric epoxidation of olefins by chiral ketones
    • Shi Y. Organocatalytic asymmetric epoxidation of olefins by chiral ketones. Acc Chem Res 2004;37:488-496.
    • (2004) Acc Chem Res , vol.37 , pp. 488-496
    • Shi, Y.1
  • 34
    • 4143144178 scopus 로고    scopus 로고
    • Ketone-catalyzed asymmetric epoxidation reactions
    • Yang D. Ketone-catalyzed asymmetric epoxidation reactions. Acc Chem Res 2004;37:497-505.
    • (2004) Acc Chem Res , vol.37 , pp. 497-505
    • Yang, D.1
  • 35
    • 0037047539 scopus 로고    scopus 로고
    • Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids
    • DOI 10.1021/jo020146b
    • Bortolini O, Fantin G, Fogagnolo M, Forlani R, Maietti S. Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids. J Org Chem 2002;67:5802-5806. (Pubitemid 34851623)
    • (2002) Journal of Organic Chemistry , vol.67 , Issue.16 , pp. 5802-5806
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3    Forlani, R.4    Maietti, S.5    Pedrini, P.6
  • 36
    • 0035926534 scopus 로고    scopus 로고
    • Asymmetric epoxidation of cinnamic acid derivatives using dioxiranes generated in situ from dehydrocholic acid
    • DOI 10.1016/S0957-4166(01)00192-6, PII S0957416601001926
    • Bortolini O, Fantin G, Fogagnolo M, Maietti S, Medici A. Asymmetric epoxidation of cinnamic acid derivatives using dioxiranes generated in situ from dehydrocholic acid. Tetrahedron Asymmetry 2001;12:1113-1115. (Pubitemid 32539216)
    • (2001) Tetrahedron Asymmetry , vol.12 , Issue.8 , pp. 1113-1115
    • Bortolini, O.1    Fogagnolo, M.2    Fantin, G.3    Maietti, S.4    Medici, A.5
  • 37
    • 9944258961 scopus 로고    scopus 로고
    • Control of the enantioselectivity by keto bile acid derivatives in the epoxidation of alkenes with Oxone
    • DOI 10.1016/j.tetasy.2004.11.012, PII S0957416604008389
    • Bortolini O, Fantin G, Fogagnolo M, Mari L. Control of the enantiose-lectivity by keto bile acid derivatives in the epoxidation of alkenes with Oxone. Tetrahedron Asymmetry 2004;15:3831-3833. (Pubitemid 39593466)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.24 , pp. 3831-3833
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3    Mari, L.4
  • 38
    • 33646095281 scopus 로고    scopus 로고
    • Two-way enantioselective control in the epoxidation of alkenes with the keto bile acid-Oxone system
    • Bortolini O, Fantin G, Fogagnolo M, Mari L. Two-way enantioselective control in the epoxidation of alkenes with the keto bile acid-Oxone system. Tetrahedron 2006;62:4482-4490.
    • (2006) Tetrahedron , vol.62 , pp. 4482-4490
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3    Mari, L.4
  • 39
    • 67650069356 scopus 로고    scopus 로고
    • A simple and efficient oxidation procedure for the synthesis of acid-sensitive epoxides
    • Bortolini O, Fantin G, Fogagnolo M. A simple and efficient oxidation procedure for the synthesis of acid-sensitive epoxides. Synthesis 2009;1123-1126.
    • (2009) Synthesis , pp. 1123-1126
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3
  • 40
    • 33745457255 scopus 로고    scopus 로고
    • Asymmetric induction by the cholestanic moiety on Tropos species: Synthesis and stereochemical characterization of bile acid-based biphenyl phosphites
    • DOI 10.1021/jo0606453
    • Iuliano A, Facchetti S, Uccello-Barretta G. Asymmetric induction by the cholestanic moiety on tropos species: synthesis and stereochemi-cal characterization of bile acid-based biphenyl phosphites. J Org Chem 2006;71:4943-4950. (Pubitemid 43955772)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.13 , pp. 4943-4950
    • Iuliano, A.1    Facchetti, S.2    Uccello-Barretta, G.3
  • 41
    • 35548975248 scopus 로고    scopus 로고
    • Stereochemical features making deoxycholic acid derived tropos biphenylphosphites efficient chiral ligands for rhodium: The asymmetric hydrogenation of dimethylitaconate as a case study
    • DOI 10.1021/jo701385y
    • Iuliano A, Losi D, Facchetti S. Stereochemical features making deoxycholic acid derived tropos biphenylphosphites efficient chi-ral ligands for rhodium: the asymmetric hydrogenation of dimethylitaconate as a case study. J Org Chem 2007;72:8472-8477. (Pubitemid 350012860)
    • (2007) Journal of Organic Chemistry , vol.72 , Issue.22 , pp. 8472-8477
    • Iuliano, A.1    Losi, D.2    Facchetti, S.3
  • 42
    • 0037424282 scopus 로고    scopus 로고
    • Application of deoxycholic acid-based copper-phosphite complexes as ligands in the enantioselective conjugate addition of diethylzinc to acyclic enones
    • DOI 10.1016/S0957-4166(03)00044-2
    • Iuliano A, Scafato P. Application of deoxycholic acid-based copper-phosphate complexes as ligands in the enantioselective conjugate addition of diethylzinc to acyclic enones. Tetrahedron Asymmetry 2003;14:611-618. (Pubitemid 36205027)
    • (2003) Tetrahedron Asymmetry , vol.14 , Issue.5 , pp. 611-618
    • Iuliano, A.1    Scafato, P.2
  • 43
    • 4444234222 scopus 로고    scopus 로고
    • Deoxycholic acid-based phosphites as chiral ligands in the enantioselective conjugate addition of dialkylzincs to cyclic enones: Preparation of (-)-(R)-muscone
    • DOI 10.1016/j.tetasy.2004.07.009, PII S0957416604005014
    • Iuliano A, Scafato P, Torchia R. Deoxycholic acid-based phosphites as chiral ligands in the enantioselective conjugate addition of dialkylzincs to cyclic enones: preparation of (-)-(R)-muscone. Tetrahedron Asymmetry 2004;15:2533-2538. (Pubitemid 39172103)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.16 , pp. 2533-2538
    • Iuliano, A.1    Scafato, P.2    Torchia, R.3
  • 44
    • 33845189253 scopus 로고    scopus 로고
    • Tropos deoxycholic acid-derived biphenylphosphites: synthesis, stereochemical characterization and use as chiral ligands in the copper catalyzed conjugate addition of diethylzinc to acyclic enones
    • DOI 10.1016/j.tetasy.2006.10.039, PII S0957416606007841
    • Facchetti S, Losi D, Iuliano A. Tropos deoxycholic acid-derived biphenylphosphites: synthesis, stereochemical characterization and use as chiral ligands in the copper catalyzed conjugate addition of diethylzinc to acyclic enones. Tetrahedron Asymmetry 2006;17: 2993-3003. (Pubitemid 44855544)
    • (2006) Tetrahedron Asymmetry , vol.17 , Issue.21 , pp. 2993-3003
    • Facchetti, S.1    Losi, D.2    Iuliano, A.3
  • 45
    • 0034868562 scopus 로고    scopus 로고
    • Stannanes from cholic acid as enentioselective free-radical reducing agents
    • Schiesser CH, Skidmore MA, White JM. Stannanes from cholic acid as enentioselective free-radical reducing agents. Aust J Chem 2001; 54:199-204.
    • (2001) Aust J Chem , vol.54 , pp. 199-204
    • Schiesser, C.H.1    Skidmore, M.A.2    White, J.M.3
  • 46
    • 0040005667 scopus 로고    scopus 로고
    • New chiral diphosphines by ketalization of bile acid derivatives: Synthesis and chelating properties
    • PII S138770039800032X
    • Bergamini P, Fantin G, Fogagnolo M, Gualandi L, Medici A. New chiral diphosphines by ketalization of bile acid derivatives: synthesis and chelating properties. Inorg Chem Commun 1998;1:125-127. (Pubitemid 128349416)
    • (1998) Inorganic Chemistry Communications , vol.1 , Issue.4 , pp. 125-127
    • Bergamini, P.1    Fantin, G.2    Fogagnolo, M.3    Gualandi, L.4    Medici, A.5
  • 47
    • 33744945503 scopus 로고    scopus 로고
    • Separation of iso-mers and enantiomers by bile acid derivatives
    • Toda F, Bishop R, editors Chichester: Wiley
    • Yoswathananont N, Miyata M, Nakano K, Sada K. Separation of iso-mers and enantiomers by bile acid derivatives. In: Toda F, Bishop R, editors. Perspectives in supramolecular chemistry, Vol.8. Chichester: Wiley; 2004. p 87-122.
    • (2004) Perspectives in Supramolecular Chemistry , vol.8 , pp. 87-122
    • Yoswathananont, N.1    Miyata, M.2    Nakano, K.3    Sada, K.4
  • 48
    • 3242688361 scopus 로고
    • Optical resolution of lactones by inclusion method using cholic acids as the host
    • Miyata M, Shibakami M, Takemoto K. Optical resolution of lactones by inclusion method using cholic acids as the host. J Chem Soc Chem Commun 1988;655-656.
    • (1988) J Chem Soc Chem Commun , pp. 655-656
    • Miyata, M.1    Shibakami, M.2    Takemoto, K.3
  • 50
    • 37049068516 scopus 로고
    • New chiral recognition ability of steroidal bile acid; Direct evidence for efficient optical resolution of racemic lactones by cholic acid inclusion crystals
    • Miki K, Kasai N, Shibakami M, Takemoto K, Miyata M. New chiral recognition ability of steroidal bile acid; direct evidence for efficient optical resolution of racemic lactones by cholic acid inclusion crystals. J Chem Soc Chem Commun 1991;1757-1759.
    • (1991) J Chem Soc Chem Commun , pp. 1757-1759
    • Miki, K.1    Kasai, N.2    Shibakami, M.3    Takemoto, K.4    Miyata, M.5
  • 52
    • 0028799356 scopus 로고
    • Resolution of aliphatic alcohols by hydrogen bond "double hooks" of cholanamide inclusion compounds
    • Sada K, Kondo T, Miyata M. Resolution of aliphatic alcohols by hydrogen bond "double hooks" of cholanamide inclusion compounds. Tetrahedron Asymmetry 1995;6:2655-2656.
    • (1995) Tetrahedron Asymmetry , vol.6 , pp. 2655-2656
    • Sada, K.1    Kondo, T.2    Miyata, M.3
  • 53
    • 0037881740 scopus 로고    scopus 로고
    • Structures of Three Inclusion Compounds of Cholanamide with Either (S)-Enantiomer, (R)-Enantiomer or an Optically Resolved Mixture of Butan-2-ol
    • Briozzo P, Kondo T, Sada K, Miyata M, Miki K. Structures of the three inclusion compounds of cholanamide with either (S)-enan-tiomer, (R)-enantiomer or optically resolved mixture of butan-2-ol. Acta Crystallogr 1996;B52:728-733. (Pubitemid 126416581)
    • (1996) Acta Crystallographica Section B: Structural Science , vol.52 , Issue.4 , pp. 728-733
    • Brriozzo, P.1    Kondo, T.2    Sada, K.3    Miyata, M.4    Miki, K.5
  • 54
    • 0034111544 scopus 로고    scopus 로고
    • Enantioresolution of aliphatic alcohols by lithocholamide
    • Aoki Y, Hishikawa Y, Sada K, Miyata M. Enantioresolution of aliphatic alcohols by lithocholamide. Enantiomer 2000;5:95-104. (Pubitemid 30192933)
    • (2000) Enantiomer , vol.5 , Issue.1 , pp. 95-104
    • Aoki, Y.1    Hishikawa, Y.2    Sada, K.3    Miyata, M.4
  • 55
    • 0032275936 scopus 로고    scopus 로고
    • Selective inclusion phenomena in lithocholamide crystal lattices; design of bilayered assemblies through ladder-type hydrogen bonding network
    • Hishikawa Y, Aoki Y, Sada K, Miyata M. Selective inclusion phenomena in lithocholamide crystal lattices; design of bilayered assemblies through ladder-type hydrogen bonding network. Chem Lett 1998;27: 1289-1290. (Pubitemid 128384747)
    • (1998) Chemistry Letters , Issue.12 , pp. 1289-1290
    • Hishikawa, Y.1    Aoki, Y.2    Sada, K.3    Miyata, M.4
  • 56
    • 0345305313 scopus 로고    scopus 로고
    • Excellent enantio-selective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-epideoxycholic acid, interpreted by the four-location model for chiral recognition
    • Kato K, Aburaya K, Miyake Y, Sada K, Tohnai N, Miyata M. Excellent enantioselective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-epideoxycholic acid, interpreted by the four-location model for chiral recognition. Chem Commun 2003;2872-2873. (Pubitemid 37485413)
    • (2003) Chemical Communications , Issue.23 , pp. 2872-2873
    • Kato, K.1    Aburaya, K.2    Miyake, Y.3    Sada, K.4    Tohnai, N.5    Miyata, M.6
  • 57
    • 34548382810 scopus 로고    scopus 로고
    • Dependence of the enantioselectivity on reversion of layer directions in cholamide inclusion compounds
    • DOI 10.1039/b705822e
    • Aburaya K, Hisaki I, Tohnai N, Miyata M. Dependence of the enantio-selectivity on reversion of layer directions in cholamide inclusion compounds. Chem Commun 2007;4257-4259. (Pubitemid 47598743)
    • (2007) Chemical Communications , Issue.41 , pp. 4257-4259
    • Aburaya, K.1    Hisaki, I.2    Tohnai, N.3    Miyata, M.4
  • 59
    • 34547158018 scopus 로고    scopus 로고
    • Diketobile acids as new hosts in solid-state enantioselective resolutions
    • Fantin G, Fogagnolo M, Perrone D, Bortolini O. Diketobile acids as new hosts in solid-state enantioselective resolutions. Chem Lett 2007; 36:930-931.
    • (2007) Chem Lett , vol.36 , pp. 930-931
    • Fantin, G.1    Fogagnolo, M.2    Perrone, D.3    Bortolini, O.4
  • 60
    • 1642538392 scopus 로고    scopus 로고
    • Polymorphism of dehydrocholic acid: Crystal structure of the β-phase and guest-mediated solid phase conversion
    • DOI 10.1039/b307145f
    • Fantin G, Fogagnolo M, Bortolini O, Masciocchi N, Galli S, Sironi A. Polymorphism of dehydrocholic acid: crystal structure of the b-phase and guest-mediated solid phase conversion. New J Chem 2003;27: 1794-1800. (Pubitemid 38112946)
    • (2003) New Journal of Chemistry , vol.27 , Issue.12 , pp. 1794-1800
    • Fantin, G.1    Fogagnolo, M.2    Bortolini, O.3    Masciocchi, N.4    Galli, S.5    Sironi, A.6
  • 61
    • 9644275249 scopus 로고    scopus 로고
    • Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydrocholic acid cocrystals
    • DOI 10.1039/b405062b
    • Fantin G, Fogagnolo M, Bortolini O, Masciocchi N, Galli S, Sironi A. Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral aryl methylsulfoxides in dehydrocholic acid co-crystals. New J Chem 2004;28:1295-1300. (Pubitemid 39573562)
    • (2004) New Journal of Chemistry , vol.28 , Issue.11 , pp. 1295-1300
    • Fantin, G.1    Fogagnolo, M.2    Bortolini, O.3    Masciocchi, N.4    Galli, S.5    Sironi, A.6
  • 62
    • 34250650061 scopus 로고    scopus 로고
    • Guest dependent inversion of enantiomeric recognition in dehydrocholic acid host-guest enclathration
    • DOI 10.1016/j.tetasy.2007.05.011, PII S0957416607003722
    • Bortolini O, Fantin G, Fogagnolo M, Perrone D. Guest dependent inversion of enantiomeric recognition in dehydrocholic acid host-guest enclathration. Tetrahedron Asymmetry 2007;18:1194-1196. (Pubitemid 46936193)
    • (2007) Tetrahedron Asymmetry , vol.18 , Issue.10 , pp. 1194-1196
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3    Perrone, D.4
  • 63
    • 0000314885 scopus 로고    scopus 로고
    • Enantioselective inclusion in bile acids: Resolution of cyclic ketones
    • PII S0957416601002439
    • Bertolasi V, Bortolini O, Fogagnolo M, Fantin G, Pedrini P. Enantiose-lective inclusion in bile acids: resolution of cyclic ketones. Tetrahedron Asymmetry 2001;12:1479-1483. (Pubitemid 33713530)
    • (2001) Tetrahedron Asymmetry , vol.12 , Issue.10 , pp. 1479-1483
    • Bertolasi, V.1    Bortolini, O.2    Fogagnolo, M.3    Fantin, G.4    Pedrini, P.5
  • 64
    • 47549102276 scopus 로고    scopus 로고
    • 13C NMR of the deoxycholic acid complexes of camphorquinone and endo-3-bromocamphor
    • DOI 10.1002/chir.20561
    • 13C NMR of the deoxycholic acid complexes of camphorquinone and endo-3-bromocamphor. Chirality 2008;20:863-870. (Pubitemid 352007316)
    • (2008) Chirality , vol.20 , Issue.7 , pp. 863-870
    • Tahir, M.I.M.1    Rees, N.H.2    Heyes, S.J.3    Cowley, A.R.4    Prout, K.5
  • 65
    • 0034344654 scopus 로고    scopus 로고
    • Resolution of unfunctionalized epoxides by cholic acid inclusion compounds
    • Bortolini O, Fantin G, Fogagnolo M, Medici A, Pedrini P. Resolution of unfunctionalized epoxides by cholic acid inclusion compounds. Chem Lett 2000;1246-1247. (Pubitemid 33207003)
    • (2000) Chemistry Letters , Issue.11 , pp. 1246-1247
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3    Medici, A.4    Pedrini, P.5
  • 66
    • 0030372673 scopus 로고    scopus 로고
    • Chiral Discrimination of 1-Phenylethylamine by Diastereomeric Salt Formation with Bile Acids. Crystal Structures of Cholic Acid Salts with (R)- and (S)-1-Phenylethylamine
    • Sada K, Maeda T, Miyata M. Chiral discrimination of 1-phenylethyl amine by diastereomeric salt formation with bile acids. Crystal Structures of cholic acid salts with (R)-(S)-1-phenylethyl amine. Chem Lett 1996;837-838. (Pubitemid 127005374)
    • (1996) Chemistry Letters , Issue.10 , pp. 837-838
    • Sada, K.1    Maeda, T.2    Miyata, M.3
  • 67
    • 0038467625 scopus 로고    scopus 로고
    • Optical resolution of cyclic amides by inclusion in dehydrocholic acid
    • DOI 10.1246/cl.2003.206
    • Bortolini O, Fantin G, Fogagnolo M, Medici A. Optical resolution of cyclic amides by inclusion in dehydrocholic acid. Chem Lett 2003; 32:206-207. (Pubitemid 36702939)
    • (2003) Chemistry Letters , vol.32 , Issue.3 , pp. 206-207
    • Bortolini, O.1    Fogagnolo, M.2    Fantin, G.3    Medici, A.4
  • 68
    • 32444451543 scopus 로고    scopus 로고
    • Inclusion of cyclic carbonates by a cholic acid host: Structure and enantioselection
    • DOI 10.1016/j.tetasy.2005.12.017, PII S0957416605009973
    • Bertolasi V, Bortolini O, Fantin G, Fogagnolo M, Pretto L. Inclusion of cyclic carbonates by a cholic acid host: structure and enantioselection. Tetrahedron Asymmetry 2006;17:308-312. (Pubitemid 43226643)
    • (2006) Tetrahedron Asymmetry , vol.17 , Issue.2 , pp. 308-312
    • Bertolasi, V.1    Bortolini, O.2    Fantin, G.3    Fogagnolo, M.4    Pretto, L.5
  • 69
    • 0032578171 scopus 로고    scopus 로고
    • Generation of chirality in guest aromatic ketones included in the crystals of steroidal bile acids [4]
    • DOI 10.1021/ja9807441
    • Gdaniec M, Polonski T. Generation of chirality in guest aromatic ketones included in the crystals of steroidal bile acids. J Am Chem Soc 1998;120:7353-7354. (Pubitemid 28389364)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.29 , pp. 7353-7354
    • Gdaniec, M.1    Polonski, T.2
  • 70
    • 0348048756 scopus 로고    scopus 로고
    • Optical activity of benzophenone and thiobenzophenone generated by spontaneous crystallization and inclusion complexation with cholic acid
    • DOI 10.1016/j.tetasy.2003.10.019
    • Szyrszyng M, Nowak E, Gdaniec M, Milewska MJ, Polonski T. Optical activity of benzophenone and thiobenzophenone generated by spontaneous crystallisation and inclusion complexation with cholic acid. Tetrahedron Asymmetry 2004;15:103-107. (Pubitemid 38035198)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.1 , pp. 103-107
    • Szyrszyng, M.1    Nowak, E.2    Gdaniec, M.3    Milewska, M.J.4    Polonski, T.5
  • 71
    • 0035794263 scopus 로고    scopus 로고
    • Absolute sense of twist of the benzil molecule in its enantiomorphous crystals and inclusion complexes with optically active hosts
    • DOI 10.1016/S0957-4166(01)00127-6, PII S0957416601001276
    • Polonski T, Szyrszyng M, Gdaniec M, Nowak E, Herman A. Absolute sense of twist of the benzil molecule in its enantiomorphous crystals and inclusion complexes with optically active hosts. Tetrahedron Asymmetry 2001;12:797-800. (Pubitemid 32497097)
    • (2001) Tetrahedron Asymmetry , vol.12 , Issue.5 , pp. 797-800
    • Polonski, T.1    Szyrszyng, M.2    Gdaniec, M.3    Nowak, E.4    Herman, A.5
  • 72
    • 0033082647 scopus 로고    scopus 로고
    • Enantioselective inclusion complexation of N-nitrosopiperidines by steroidal bile acids
    • DOI 10.1002/(SICI)1521-3773(19990201)38:3<392::AID-ANIE392>3.0. CO;2-H
    • Gdaniec M, Milewska MJ, Polonski T. Enantioselective inclusion com-plexation of N-nitroso piperidines by steroidal bile acids. Angew Chem Int Ed 1999;38:392-395. (Pubitemid 29090851)
    • (1999) Angewandte Chemie - International Edition , vol.38 , Issue.3 , pp. 392-395
    • Gdaniec, M.1    Milewska, M.J.2    Polonski, T.3
  • 73
    • 0035798170 scopus 로고    scopus 로고
    • Circular dichroism spectra of the achiral guest N-aryl-N-nitrosamines included in the crystal host matrices of cholic acid
    • DOI 10.1021/jo010557c
    • Szyrszyng M, Nowak E, Gdaniec M, Milewska MJ, Herman A, Polon-ski T. Circular dichroism spectra of the achiral guest N-aryl-N-nitros-amines included in the crystal host matrices of cholic acid. J Org Chem 2001;66:7380-7384. (Pubitemid 33029839)
    • (2001) Journal of Organic Chemistry , vol.66 , Issue.22 , pp. 7380-7384
    • Szyrszyng, M.1    Nowak, E.2    Gdaniec, M.3    Milewska, M.J.4    Herman, A.5    Polonski, T.6
  • 74
    • 5144219567 scopus 로고    scopus 로고
    • Optical activity of the guest azobenzene molecule generated by inclusion complexation with steroidal bile acids
    • DOI 10.1016/j.tetasy.2004.08.033, PII S0957416604006676
    • Szyrszyng M, Nowak E, Gdaniec M, Milewska MJ, Polonski T. Optical activity of the guest azobenzene molecule generated by inclusion complexation with steroidal bile acids. Tetrahedron Asymmetry 2004;15:3257-3261. (Pubitemid 39346315)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.20 , pp. 3257-3261
    • Szyrszyng, M.1    Nowak, E.2    Gdaniec, M.3    Milewska, M.J.4    Tadeusz Polonski5
  • 76
    • 39749107313 scopus 로고    scopus 로고
    • Supramolecular tilt chirality in crystals of steroids and alkaloids
    • DOI 10.1002/chir.20443
    • Hisaki I, Tohnai N, Miyata M. Supramolecular tilt chirality in crystals of steroids and alkaloids. Chirality 2008;20:330-336. (Pubitemid 351303972)
    • (2008) Chirality , vol.20 , Issue.3-4 , pp. 330-336
    • Hisaki, I.1    Tohnai, N.2    Miyata, M.3
  • 78
    • 0033531180 scopus 로고    scopus 로고
    • Steroidal guanidinium receptors for the enantiose-lective recognition of N-acyl a-amino acids
    • Davis AP, Lawless LJ. Steroidal guanidinium receptors for the enantiose-lective recognition of N-acyl a-amino acids. Chem Commun 1999;9-10.
    • (1999) Chem Commun , pp. 9-10
    • Davis, A.P.1    Lawless, L.J.2
  • 82
    • 33749237829 scopus 로고    scopus 로고
    • Fluorescent enantioselective receptor for S-mandelate anion based on cholic acid
    • Liu SY, Law KY, Hea YB, Chan WH. Fluorescent enantioselective receptor for S-mandelate anion based on cholic acid. Tetrahedron Lett 2006;47:7857-7860.
    • (2006) Tetrahedron Lett , vol.47 , pp. 7857-7860
    • Liu, S.Y.1    Law, K.Y.2    Hea, Y.B.3    Chan, W.H.4
  • 83
    • 43649096830 scopus 로고    scopus 로고
    • Cholic acid-based fluorescent probes for enantioselective recognition of trifunctional amino acids
    • DOI 10.1039/b717544b
    • Wang H, Chan WH, Lee AWM. Cholic acid-based fuorescent probes for enantioselective recognition of trifunctional amino acids. Org Bio-mol Chem 2008;6:929-934. (Pubitemid 351681528)
    • (2008) Organic and Biomolecular Chemistry , vol.6 , Issue.5 , pp. 929-934
    • Wang, H.1    Chan, W.-H.2    Lee, A.W.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.