Synthesis of homochiral dibenzo[b,f]phosphepin 5-oxides using a double ortho-lithiation strategy

Tetrahedron Asymmetry

Volumn 7, Issue 4, 1996, Pages 989-992

  Warren, Stuart ^a   Wyatt, Paul ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOPHOSPHORUS COMPOUND;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

EID: 0029921360     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00099-7     Document Type: Article

References (20)

1. Buss, A. D.; Warren, S., J. Chem. Soc., Perkin Trans. 1, 1985, 2307-2325.
2. Clayden, J.; Collington, E. W.; Lamont, R. B.; Warren, S., Tetrahedron Lett., 1993, 34, 2203-2206.
3. Nelson, A.; Warren, S., Tetrahedron Lett., in the press, paper number 50921.
4. O'Brien, P.; Warren, S., Tetrahedron Lett., 1995, 36, 2681-2684.
5. Harmat, N. J. S.; Warren, S., Tetrahedron Lett., 1990, 31, 2743-2746.
6. Allen, D. W.; Nowell, I. W.; Walker, P. E., Z. Naturforsch., Teil B, 1980, 35b, 133-135.
7. McMurry, J. E., Chem. Rev., 1989, 89, 1513-1524.
8. McMurry, J. E.; Fleming, M. P.; Kees, K. L.; Krepski, L. R., J. Org. Chem., 1978, 43, 3255-3266.
9. Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K.-S.; Kwong, H.-L.; Morikawa, K.; Wang, Z.-M.; Xu, D.; Zhang, X.-L., J. Org. Chem. 1992, 57, 2768-2771.
10. Kolb, H. C.; Van Nieuwenhze, M. S.; Sharpless, K. B., Chem. Rev., 1994, 94, 2483-2547.
11. Pirkle, W. H.; Sikkenga, D. L.; Pavlin, M. S., J. Org. Chem., 1977, 42, 384-387.
12. Eames, J.; Mitchell, H. J.; Nelson, A.; O'Brien, P.; Warren, S.; Wyatt, P., Tetrahedron Lett., 1995, 36, 1719-1722.
13. No compound in either reaction sequence has previously been prepared in enantiomerically pure form.
14. 19F NMR.
15. Mislow, K.; Siegel, J., J. Am. Chem. Soc., 1984, 106, 3319-3328.
16. Gschwend, H. W.; Rodriguez, H. R., Org. React., 1979, 26, 1-360.
17. Bridges, A. J.; Lee, A.; Maduakor, E. C.; Schwartz, C. E., Tetrahedron Lett., 1992, 33, 7495-7498.
18. Bridges, A. J.; Lee, A.; Muduakor, E. C.; Schwartz, C. E., Tetrahedron Lett., 1992, 33, 7499-7502.
19. Allen, D. W.; Hutley, B. G.; Oades, A. C., J. Chem. Soc., Perkin Trans, 1, 1979, 2326-2328.
20. Coumbe, T.; Lawrence, N. J.; Muhammad, F., Tetrahedron Lett., 1994, 35, 625-628.