Fluorous synthesis: A fluorous-phase strategy for improving separation efficiency in organic synthesis

Science

Volumn 275, Issue 5301, 1997, Pages 823-826

  Studer, Armido ^a   Hadida, Sabine ^a   Ferritto, Rafael ^a   Kim, Sun Young ^a   Jeger, Patrick ^a   Wipf, Peter ^a   Curran, Dennis P ^a  

^a UNIVERSITY OF PITTSBURGH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FLUOROCARBON; SOLVENT;

ARTICLE; METHODOLOGY; ORGANIC CHEMISTRY; PRIORITY JOURNAL; PURIFICATION; REACTION ANALYSIS; SYNTHESIS;

BENZAMIDES; BENZOATES; CHEMISTRY, ORGANIC; CYCLOHEXYLAMINES; FLUOROCARBONS; NITRILES; PYRIMIDINONES; SOLUBILITY; SOLVENTS;

EID: 0031029886     PISSN: 00368075     EISSN: None     Source Type: Journal    
DOI: 10.1126/science.275.5301.823     Document Type: Article

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36. See, for example, M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 61, 924 (1996); A. M. M. Mjalli, S. Sarshar, T. J. Baiga, Tetrahedron Lett. 37, 2943 (1996); S. M. Hutchins and K. T. Chapman, ibid. 36, 2583 (1995); M. F. Gordeev, D. V. Patel, J. Wu, E. M. Gordon, ibid. 37, 4643 (1996); B. C. Hamper, D. R. Dukesherer, M. S. South, ibid., p. 3671; B. A. Dressman, L. A. Spangle, S. W. Kaldor, ibid., p. 937.
37. See, for example, M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 61, 924 (1996); A. M. M. Mjalli, S. Sarshar, T. J. Baiga, Tetrahedron Lett. 37, 2943 (1996); S. M. Hutchins and K. T. Chapman, ibid. 36, 2583 (1995); M. F. Gordeev, D. V. Patel, J. Wu, E. M. Gordon, ibid. 37, 4643 (1996); B. C. Hamper, D. R. Dukesherer, M. S. South, ibid., p. 3671; B. A. Dressman, L. A. Spangle, S. W. Kaldor, ibid., p. 937.
38. See, for example, M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 61, 924 (1996); A. M. M. Mjalli, S. Sarshar, T. J. Baiga, Tetrahedron Lett. 37, 2943 (1996); S. M. Hutchins and K. T. Chapman, ibid. 36, 2583 (1995); M. F. Gordeev, D. V. Patel, J. Wu, E. M. Gordon, ibid. 37, 4643 (1996); B. C. Hamper, D. R. Dukesherer, M. S. South, ibid., p. 3671; B. A. Dressman, L. A. Spangle, S. W. Kaldor, ibid., p. 937.
39. See, for example, M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 61, 924 (1996); A. M. M. Mjalli, S. Sarshar, T. J. Baiga, Tetrahedron Lett. 37, 2943 (1996); S. M. Hutchins and K. T. Chapman, ibid. 36, 2583 (1995); M. F. Gordeev, D. V. Patel, J. Wu, E. M. Gordon, ibid. 37, 4643 (1996); B. C. Hamper, D. R. Dukesherer, M. S. South, ibid., p. 3671; B. A. Dressman, L. A. Spangle, S. W. Kaldor, ibid., p. 937.
40. See, for example, M. F. Gordeev, D. V. Patel, E. M. Gordon, J. Org. Chem. 61, 924 (1996); A. M. M. Mjalli, S. Sarshar, T. J. Baiga, Tetrahedron Lett. 37, 2943 (1996); S. M. Hutchins and K. T. Chapman, ibid. 36, 2583 (1995); M. F. Gordeev, D. V. Patel, J. Wu, E. M. Gordon, ibid. 37, 4643 (1996); B. C. Hamper, D. R. Dukesherer, M. S. South, ibid., p. 3671; B. A. Dressman, L. A. Spangle, S. W. Kaldor, ibid., p. 937.
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45. Ugi reaction: I. Ugi, Angew. Chem. Int. Ed. Engl. 21, 810 (1982). Biginelli reaction: P. Biginelli, Gazz. Chim. Ital. 23, 360 (1893); C. O. Kappe, Tetrahedron 49, 6937 (1993).
46. Ugi reaction: I. Ugi, Angew. Chem. Int. Ed. Engl. 21, 810 (1982). Biginelli reaction: P. Biginelli, Gazz. Chim. Ital. 23, 360 (1893); C. O. Kappe, Tetrahedron 49, 6937 (1993).
47. We thank NIH for funding this work and Parke-Davis for unrestricted support. A.S. and P.J. acknowledge the Swiss National Science Foundation for postdoctoral fellowships and S.H. and R.F. thank the Spanish Ministry of Education and Science for postdoctoral fellowships. We dedicate this report to the memory of Professor Paul Dowd.