P. Manivel et al. / Tetrahedron Letters 48 (2007) 2701–2705
2705
122.2, 119.5, 105.8, 79.3, 32.8, 24.1; MS (M+) 212.8.
Anal. Calcd for C15H16O: C, 84.87; H, 7.60. Found:
C, 84.79; H, 7.53.
6. (a) Mann, G.; Hartwig, J. F. J. Am. Chem. Soc. 1996, 118,
13109–13110; (b) Mann, G.; Hartwig, J. F. J. Org. Chem.
1997, 62, 5413–5418.
7. Zong, K.; Groenendaal, L. B.; Reynolds, J. R. Tetra-
hedron Lett. 2006, 47, 3521–3523.
8. Wada, M.; Mitsunobu, O. Tetrahedron Lett. 1972, 13,
1279–1282.
Acknowledgment
9. Keith, J. M.; Gomez, L. J. Org. Chem. 2006, 71, 7113–
7116.
10. Chaturvedi, D.; Ray, S. Tetrahedron Lett. 2006, 47, 1307–
1309.
The authors thank Dr. Goutam Das, President, Syngene
International Pvt. Ltd, for constant motivation and allo-
cation of resources for this work.
11. Chao, J.; Israiel, M.; Zheng, J.; Aki, C. Tetrahedron Lett.
2007, 48, 791–794.
12. (a) Mitsunobu, O. Synthesis 1981, 1–28; (b) The Mitsunobu
Reaction; Organic Reactions; Paquette, L. A., Hughes, D.,
Eds.; John Wiley & Sons: New York, 1992; Vol. 42, p 335;
(c) Kevin, J. H. Tetrahedron 2005, 61, 6860–6870; (d)
Balint, A. M.; Bodor, A.; Gomory, A.; Vekey, K.; Szabo,
D.; Rabai, J. J. Fluorine Chem. 2005, 126, 1524–1530; (e)
Csokai, V.; Simon, A.; Balazs, B.; Toth, G.; Bitter, I.
Tetrahedron 2006, 62, 2850–2856; (f) Hovinen, J. Tetrahe-
dron Lett. 2004, 45, 5707–5709; (g) Zapf, C. W.; Valle, J.
R. D.; Goodman, M. Bioorg. Med. Chem. Lett. 2005, 15,
4033–4036; (h) Hovinena, J.; Sillanpa, R. Tetrahedron
Lett. 2005, 46, 4387–4389.
13. (a) Hughes, D. L.; Reamer, R. A. J. Org. Chem. 1996, 61,
2967–2971; (b) Csokai, V.; Balazs, B.; Toth, G.; Horvath,
G.; Bitter, I. Tetrahedron 2004, 60, 12059–12066.
14. (a) Manhas, M. S.; Hoffman, W. H.; Lal, B.; Bose, A. K.
J. Chem. Soc., Perkin Trans. 1 1975, 461–463; (b) Girard,
M.; Murphy, P.; Tsou, N. N. Tetrahedron Lett. 2005, 46,
2449–2452.
Supplementary data
Experimental and spectral data are available in supple-
mentary data. Supplementary data associated with this
article can be found, in the online version, at
References and notes
1. Parrish, C. A.; Buchwald, S. L. J. Org. Chem. 2001, 66,
2498–2500.
2. (a) De Vries, V. G.; Moran, D. B.; Allen, G. R.; Riggi, S.
J. J. Med. Chem. 1976, 19, 946–957; (b) Pearson, A. J.;
Gelormini, A. M. J. Org. Chem. 1994, 59, 4561–4570; (c)
Zhao, G. L.; Shi, M. Tetrahedron 2005, 61, 7277–7288.
3. (a) Whitesides, G. M.; Sadowski, J. S.; Lilburn, J. J. Am.
Chem. Soc. 1974, 96, 2829–2835; (b) Lindley, J. Tetra-
hedron 1984, 40, 1433–1456; (c) Aalten, H. L.; van Koten,
G.; Grove, D. M.; Kuilman, T.; Piekstra, O. G.; Hulshof,
L. A.; Sheldon, R. A. Tetrahedron 1989, 45, 5565–5578.
4. (a) Palucki, M.; Wolfe, J. P.; Buchwald, S. L. J. Am.
Chem. Soc. 1996, 118, 10333–10334; (b) Torraca, K. E.;
Kuwabe, S. I.; Buchwald, S. L. J. Am. Chem. Soc. 2000,
122, 12907–12908.
15. Reed, N. N.; Janda, K. D. Org. Lett. 2000, 2, 1311–
1313.
16. Jayaraj, N.; Jayaraman, N. Tetrahedron 2005, 61, 11184–
11191.
17. Lepore, S. D.; He, Y. J. Org. Chem. 2003, 68, 8261–8263.
18. Ahn, C.; Correia, R.; Deshong, P. J. Org. Chem. 2002, 67,
1751–1753.
19. Tsunoda, T.; Ozaki, F.; Ito, S. Tetrahedron Lett. 1994, 35,
5081–5082.
5. Palucki, M.; Wolfe, J. P.; Buchwald, S. L. J. Am. Chem.
Soc. 1997, 119, 3395–3396.