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Volumn 10, Issue 1-2, 1998, Pages 120-124

One-pot multi-substrate screening in asymmetric catalysis

Author keywords

Asymmetric reduction; Borane; Chiral benzhydrols; Chiral hplc; Combinatorial chemistry; Libraries; Oxazaborolidine

Indexed keywords

BORANE DERIVATIVE; KETONE;

EID: 0031929976     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.19     Document Type: Article
Times cited : (75)

References (26)
  • 1
    • 0003978131 scopus 로고
    • New York: Prentice Hall, Washington, DC: ACS
    • Most of the results until 1970 can be found in the book: Mosher, H.S., Morrison, J.D. Asymmetric Organic Reactions. New York: Prentice Hall, 1971. Washington, DC: ACS, 1976.
    • (1971) Asymmetric Organic Reactions
    • Mosher, H.S.1    Morrison, J.D.2
  • 2
    • 84920294936 scopus 로고    scopus 로고
    • 4,5
    • 4,5
  • 3
    • 84942799202 scopus 로고
    • Asymmetric synthesis using organometallic catalysts
    • Wilkinson, G. ed. New York: Pergamon Press
    • Kagan, H.B. Asymmetric synthesis using organometallic catalysts. In: Comprehensive Organometallic Chemistry, Vol. 8. Wilkinson, G. ed. New York: Pergamon Press, 1982:483-498.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 483-498
    • Kagan, H.B.1
  • 7
    • 10244273514 scopus 로고
    • A general solid-phase synthesis strategy for the preparation of 2-pyrrolidinemethanol ligands
    • Lire, G., Ellman, J.A. A general solid-phase synthesis strategy for the preparation of 2-pyrrolidinemethanol ligands. J. Org. Chem. 60:7712-7713, 1995.
    • (1995) J. Org. Chem. , vol.60 , pp. 7712-7713
    • Lire, G.1    Ellman, J.A.2
  • 8
    • 33748243611 scopus 로고    scopus 로고
    • Synthesis of thiophosphoryl derivatives of proline: Building blocks for phospanyl-substituted peptides with β-turns
    • Gilbertson, S.R., Pawlick, R.V. Synthesis of thiophosphoryl derivatives of proline: Building blocks for phospanyl-substituted peptides with β-turns. Angew. Chem. Int. Ed. Engl. 35:902-903, 1996.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 902-903
    • Gilbertson, S.R.1    Pawlick, R.V.2
  • 9
    • 0001197307 scopus 로고    scopus 로고
    • Synthesis of phosphine-rhodium complexes attached to a standard peptide synthesis resin
    • Gilbertson, S.R., Wang, X., Hoge, G.H., Klug, C.A., Schaefer, J. Synthesis of phosphine-rhodium complexes attached to a standard peptide synthesis resin. Organometallics 15:4678-4680, 1996.
    • (1996) Organometallics , vol.15 , pp. 4678-4680
    • Gilbertson, S.R.1    Wang, X.2    Hoge, G.H.3    Klug, C.A.4    Schaefer, J.5
  • 10
    • 0029764025 scopus 로고    scopus 로고
    • Discovery of chiral catalysts through ligand diversity. Ti-catalyzed enantioselective addition of TMSCN to meso epoxides
    • Cole, B.M., Shimizu, K.D., Krueger, C.A., Harrity, J.P.A., Snapper, M.L., Hoveyda, A.V.H. Discovery of chiral catalysts through ligand diversity. Ti-catalyzed enantioselective addition of TMSCN to meso epoxides. Angew. Chem. Int. Ed. Engl. 35:1668-1671, 1996.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1668-1671
    • Cole, B.M.1    Shimizu, K.D.2    Krueger, C.A.3    Harrity, J.P.A.4    Snapper, M.L.5    Hoveyda, A.V.H.6
  • 11
    • 0029811207 scopus 로고    scopus 로고
    • Combinatorial approach to the discovery of novel coordination complexes
    • Francis, M.B., Finney, N.S., Jacobsen, E.N. Combinatorial approach to the discovery of novel coordination complexes. J. Am. Chem. Soc. 118:8983-8984, 1996.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8983-8984
    • Francis, M.B.1    Finney, N.S.2    Jacobsen, E.N.3
  • 13
    • 33748247006 scopus 로고
    • Addition of organometable reagents to carbomyl compounds: Chirality transfers, multiplication, and amplification
    • Noyori, R., Kitamura, M. Addition of organometable reagents to carbomyl compounds: Chirality transfers, multiplication, and amplification. Angew. Chem. Int. Ed. Engl. 30:49-68, 1991.
    • (1991) Angew. Chem. Int. Ed. Engl. , vol.30 , pp. 49-68
    • Noyori, R.1    Kitamura, M.2
  • 14
    • 0028872072 scopus 로고
    • Nonlinear effects involving two competing pseudoenantiomeric catalysts: Example in asymmetric dihydroxylation of olefins
    • Zhang, S.H., Girard, C., Kagan, H.B. Nonlinear effects involving two competing pseudoenantiomeric catalysts: Example in asymmetric dihydroxylation of olefins. Tetrahedron: Asymmetry 6:2637-2640, 1995.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2637-2640
    • Zhang, S.H.1    Girard, C.2    Kagan, H.B.3
  • 15
    • 0029913899 scopus 로고    scopus 로고
    • Catalytic asymmetric synthesis of homoallylic alcohols: Chiral amplification and chiral poisoning in a titanium/BINOL catalyst system
    • Faller, J.W., Sams, D.W.I., Liu, X. Catalytic asymmetric synthesis of homoallylic alcohols: Chiral amplification and chiral poisoning in a titanium/BINOL catalyst system. J. Am. Chem. Soc. 118:1217-1218, 1996.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 1217-1218
    • Faller, J.W.1    Sams, D.W.I.2    Liu, X.3
  • 16
    • 84920294935 scopus 로고    scopus 로고
    • 8,9,17
    • 8,9,17
  • 17
    • 33748247343 scopus 로고    scopus 로고
    • New catalysts and conditions for a C-H insertion reaction identified by high throughput catalyst screening
    • Burgess, K., Lim, H.J., Porte, A.M., Sulikowski, G.A. New catalysts and conditions for a C-H insertion reaction identified by high throughput catalyst screening. Angew. Chem. Int. Ed. Engl. 35:220-222, 1996.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 220-222
    • Burgess, K.1    Lim, H.J.2    Porte, A.M.3    Sulikowski, G.A.4
  • 18
    • 2642647764 scopus 로고
    • The role of the product in asymmetric C-C bond formation, stoichiometric and catalytic enantioselective autoinduction
    • Albert, A.H., Wynberg, H.J. The role of the product in asymmetric C-C bond formation, stoichiometric and catalytic enantioselective autoinduction. J. Am. Chem. Soc. 111:7265-7266, 1989.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 7265-7266
    • Albert, A.H.1    Wynberg, H.J.2
  • 19
    • 33751499922 scopus 로고
    • Enantioselective autoinduction in the asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo (R) phenylalanyl-(R)-histidyl
    • Danda, H., Nishikawa, H., Otaka, K. Enantioselective autoinduction in the asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo (R) phenylalanyl-(R)-histidyl. J. Org. Chem. 56:6740-6741, 1991.
    • (1991) J. Org. Chem. , vol.56 , pp. 6740-6741
    • Danda, H.1    Nishikawa, H.2    Otaka, K.3
  • 20
    • 0029742482 scopus 로고    scopus 로고
    • Asymmetric autocatalysis with amplification of chirality
    • Bolm, C., Bienewald, F., Seger, A. Asymmetric autocatalysis with amplification of chirality. Angew. Chem. Int. Ed. Engl. 35:1657-1659, 1996.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1657-1659
    • Bolm, C.1    Bienewald, F.2    Seger, A.3
  • 21
    • 0000681818 scopus 로고
    • Selective reductions - 40. A critical examination of the relative effectiveness of various reducing agents for the asymmetric reduction of different classes of ketones
    • Brown, H.C., Park, W.S., Cho, B.T., Ramachandran, P.V. Selective reductions - 40. A critical examination of the relative effectiveness of various reducing agents for the asymmetric reduction of different classes of ketones. J. Org. Chem. 52:5406-5412, 1987.
    • (1987) J. Org. Chem. , vol.52 , pp. 5406-5412
    • Brown, H.C.1    Park, W.S.2    Cho, B.T.3    Ramachandran, P.V.4
  • 22
    • 0000809841 scopus 로고
    • Organoboron compounds in organic synthesis. 2. Asymmetric reduction of dialkyl ketones with (R,R)- or (S,S)-2,5-dimethylborolane
    • Imai, T., Tamura, T., Yamamuro, A., Sato, T., Wollmann, T.A., Kennedy, R.M., Masamune, S. Organoboron compounds in organic synthesis. 2. Asymmetric reduction of dialkyl ketones with (R,R)-or (S,S)-2,5-dimethylborolane. J. Am. Chem. Soc. 108:7402-7404, 1986.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 7402-7404
    • Imai, T.1    Tamura, T.2    Yamamuro, A.3    Sato, T.4    Wollmann, T.A.5    Kennedy, R.M.6    Masamune, S.7
  • 23
    • 33845282886 scopus 로고
    • Highly enantioselective borane reduction of ketones catalyzed by chiral oxazaborolidines. Mechanism and synthetic implications
    • Corey, E.J., Bakshi, R.K., Shibati, S. Highly enantioselective borane reduction of ketones catalyzed by chiral oxazaborolidines. Mechanism and synthetic implications. J. Am. Chem. Soc. 109:5551-5553, 1987.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 5551-5553
    • Corey, E.J.1    Bakshi, R.K.2    Shibati, S.3
  • 24
    • 0001066598 scopus 로고
    • Catalytic behavior of optically active amino alcohol-borane complex in the enantioselective reduction of autophenome oxime O-alkylethers
    • Itsuno, S., Sakurai, Y., Ito, K., Hirao, A., Nakahama, S. Catalytic behavior of optically active amino alcohol-borane complex in the enantioselective reduction of autophenome oxime O-alkylethers. Bull. Chem. Soc. Jpn. 60:395-396, 1987.
    • (1987) Bull. Chem. Soc. Jpn. , vol.60 , pp. 395-396
    • Itsuno, S.1    Sakurai, Y.2    Ito, K.3    Hirao, A.4    Nakahama, S.5
  • 25
    • 0028802842 scopus 로고
    • Novel electronic effects of remote substituents on the oxazaborolidine catalyzed enantioselective reduction of ketones
    • Corey, E.J., Helal, J.J. Novel electronic effects of remote substituents on the oxazaborolidine catalyzed enantioselective reduction of ketones. Tetrahedron Lett. 36:9153-9156, 1995.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 9153-9156
    • Corey, E.J.1    Helal, J.J.2
  • 26
    • 0002557401 scopus 로고
    • Asymmetric hydrosilylation of ketones catalysed by chiral rhodium complexes
    • Peyronel, J.F., Fiaud, J.C., Kagan, H.B. Asymmetric hydrosilylation of ketones catalysed by chiral rhodium complexes. J. Chem. Res. (S) 1980, (M):4057-4080, 1980.
    • (1980) J. Chem. Res. (S) , vol.1980 , Issue.M , pp. 4057-4080
    • Peyronel, J.F.1    Fiaud, J.C.2    Kagan, H.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.