Stereospecific synthesis of (2S,4R)-[5,5,5-2H3]leucine

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 6, 1996, Pages 507-514

  August, Ryan A ^a   Khan, Jeffrey A ^a   Moody, Claire M ^a   Young, Douglas W ^a  

^a UNIVERSITY OF SUSSEX   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001108769     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19960000507     Document Type: Article

References (28)

1. Part of this work has been reported as a preliminary communication in R. A. August, J. A. Khan, C. M. Moody and D. W. Young, Tetrahedron Lett., 1992, 33, 4617.
2. D. W. Young, Top. Stereochem., 1994, 21, 381.
3. P. A. Charlton, D. W. Young, B. Birdsall, J. Feeney and G. C. K. Roberts, J. Chem. Soc., Perkin Trans. 1, 1985, 1349.
4. B. Birdsall, J. Feeney, S. J. B. Tendler, S. J. Hammond and G. C. K. Roberts, Biochemistry, 1989, 28, 2297.
5. R. Cardillo, C. Fuganti, D. Ghiringhelli, P. Grasselli and G. Gatti, J. Chem. Soc., Chem. Commun., 1977, 474.
6. C. Fuganti, P. Grasselli and G. Pedrocchi-Fantoni, Tetrahedron Lett., 1979, 2453.
7. P. Anastasis, I. Freer, K. H. Overton, D. Picken, D. S. Rycroft and S. B. Singh, J. Chem. Soc., Perkin Trans. 1, 1987, 2427.
8. D. J. Aberhart and B. H. Weiller, J. Labelled Compd. Radiopharm., 1983, 20, 663.
9. S. R. Sylvester and C. M. Stevens, Biochemistry, 1979, 18, 4529.
10. S. R. Sylvester, S. Y. Lan and C. M. Stevens, Biochemistry, 1981, 20, 5609.
11. H. Gibian and E. Klieger, Liebigs Ann. Chem., 1961, 640, 145.
12. S. J. Field and D. W. Young, J. Chem. Soc., Perkin Trans. 1, 1983, 2387.
13. S. Danishefsky, E. Berman, L. A. Clizbe and M. Hirama, J. Am. Chem. Soc., 1979, 101, 4385.
14. D. L. Flynn, R. E. Zelle and P. A. Grieco, J. Org. Chem., 1983, 48, 2424.
15. L. Grehn, K. Gunnarsson and U. Ragnarsson, Acta Chem. Scand., Ser. B, 1986, 40, 745.
16. T. Kolasa and M. J. Miller, J. Org. Chem., 1990, 55, 1711.
17. H. Bredereck, G. Simchen, S. Rebsdat, W. Kantlehner, P. Horn, R. Wahl, H. Hoffmann and P. Grieshaber, Chem. Ber., 1968, 101, 41.
18. F. E. Ziegler and J.-M. Fang, J. Org. Chem., 1981, 46, 825.
19. K. Yamada, M. Kato and Y. Hirata, Tetrahedron Lett., 1973, 2745.
20. R. H. Mueller and M. E. Thompson, Tetrahedron Lett., 1980, 21, 1093.
21. J. P. H. Verheyden and J. G. Moffatt, J. Org. Chem., 1970, 35, 2319.
22. M. J. Garson and J. Staunton, Chem. Soc. Rev., 1979, 8, 539.
23. G. Ostler, A. Soteriou, C. M. Moody, J. A. Khan, B. Birdsall, M. D. Carr, D. W. Young and J. Feeney, FEBS Lett., 1993, 318, 177.
24. H. Senn, B. Werner, B. A. Messerle, C. Weber, R. Traber and K. Wuthrich, FEBS Lett., 1989, 249, 113.
25. D. Neri, T. Szyperski, G. Otting, H. Senn and K. Wuthrich, Biochemistry, 1989, 28, 7510.
26. D. Neri, G. Otting and K. Wuthrich, Tetrahedron, 1990, 46, 3287.
27. E. Schröder and E. Klieger, Liebigs Ann. Chem., 1964, 673, 196.
28. S. Yoshifuji, K. Tanaka, T. Kawai and Y. Nitta, Chem. Pharm. Bull., 1986, 34, 3873.