The effect of the primary structure of the polypeptide catalyst on the enantioselectivity of the juliá–colonna asymmetric epoxidation of enones

Chemical Communications

Volumn 1, Issue 17, 2001, Pages 1616-1617

  Bentley, Paul A ^a   Flood, Robert W ^a   Roberts, Stanley M ^a   Skidmore, John ^a   Smith, Corina B ^a   Smith, John A ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CHALCONE; GLYCINE; HYDROGEN PEROXIDE; KETONE; LEUCINE; POLYPEPTIDE;

AMINO TERMINAL SEQUENCE; ARTICLE; CATALYSIS; CATALYST; ENANTIOMER; EPOXIDATION; PEPTIDE SYNTHESIS; PROTEIN MODIFICATION; PROTEIN STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0035823310     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b104123c     Document Type: Article

References (16)

1. P. A. Bentley, Biotransformations, ed. D. R. Kelly, VCH, Weinheim, 2000, vol. 8b, ch. 12.
2. S. Julia, J. Masana and J. C. Vega, Angew. Chem. Int. Ed. Engl, 1980, 19, 929.
3. S. Julia, J. Guixer, J. Masana, J. Rocas, S. Colonna, R. Annuziata and H. Molinari, J. Chem. Soc. Perkin Trans. 1, 1982, 1317.
4. P. A. Bentley, S. Bergeron, M. W. Cappi, D. E. Hibbs, M. B. Hursthouse, T. C. Nugent, R. Pulido, S. M. Roberts and L. E. Wu, Chem. Commun, 1997, 739.
5. J. V. Allen, K. H. Drauz, R. W. Flood, S. M. Roberts and J. Skidmore, Tetrahedron Lett, 1999, 40, 5417.
6. B. M. Adger, J. V. Barkley, S. Bergeron, M. W. Cappi, B. E. Flowerdew, M. P. Jackson, R. McCague, T. C. Nugent and S. M. Roberts, J. Chem. Soc, Perkin Trans. 1, 1997, 3501.
7. W. P. Chen and S. M. Roberts, J. Chem. Soc. Perkin Trans. 1, 1999, 103
8. L. Carde, D. H. Davies and S. M. Roberts, J. Chem. Soc. Perkin Trans. 1, 2000, 2455.
9. H. R. Kricheldorf, a-Aminoacid-N-Carboxy-Anhydrides and Related Heterocycles: Syntheses, Properties, Peptide Synthesis, Polymerisation, Springer-Verlag, Berlin, 1987.
10. S. Itsuno, M. Sakakura and K. Ito, J. Org. Chem. 1990, 55, 6047.
11. P. A. Bentley, W. Kroutil, J. A. Littlechild and S. M. Roberts, Chirality, 1997, 9, 198.
12. M. W. Cappi, W.-P. Chen, R. W. Flood, Y.-W. Liao, S. M. Roberts, J. Skidmore, J. A. Smith and N. M. Williamson, Chem. Commun, 1998, 1159.
13. P. A. Bentley, M. W. Cappi, R. W. Flood, S. M. Roberts and J. A. Smith, Tetrahedron Lett, 1998, 39, 9297.
14. R. Takagi, T. Manabe, A. Shiraki, A. Yuneshige, Y. Hiraga, S. Kojima and K. Ohkata, Bull. Chem. Soc. Jpn. 2000, 73, 2115.
15. S. M. Roberts and J. Skidmore, Chem. Br. 2000, 36, 31.
16. R. W. Flood, T. P. Geller, S. A. Petty, S. M. Roberts, J. Skidmore and M. Volk, Org. Lett, 2001, 3, 683.