Pure Appl. Chem., 2008, Vol. 80, No. 5, pp. 1135-1140
http://dx.doi.org/10.1351/pac200880051135
γ-Methylidene-δ-valerolactones as a coupling partner for cycloaddition: Palladium-catalyzed [4+3] cycloaddition with nitrones
References
- 1. (a). M. Lautens, W. Klute, W. Tam. Chem. Rev. 96, 49 (1996); (http://dx.doi.org/10.1021/cr950016l)
- 1. (b). H.-W. Fruhauf. Chem. Rev. 97, 523 (1997); (http://dx.doi.org/10.1021/cr941164z)
- 1. (c). K. V. Gothelf, K. A. Jorgensen. Chem. Rev. 98, 863 (1998); (http://dx.doi.org/10.1021/cr970324e)
- 1. (d). S. Kotha, E. Brahmachary, K. Lahiri. Eur. J. Org. Chem. 4741 (2005); (http://dx.doi.org/10.1002/ejoc.200500411)
- 1. (e). M. A. Battiste, P. M. Pelphrey, D. L. Wright. Chem.Eur. J. 12, 3438 (2006). (http://dx.doi.org/10.1002/chem.200501083)
- 2. (a). B. M. Trost, D. M. T. Chan. J. Am. Chem. Soc. 101, 6429 (1979); (http://dx.doi.org/10.1021/ja00515a046)
- 2. (b). B. M. Trost, D. M. T. Chan. J. Am. Chem. Soc. 105, 2315 (1983). (http://dx.doi.org/10.1021/ja00346a035)
- 3. D. M. T. Chan. In Cycloaddition Reactions in Organic Synthesis, S. Kobayashi, K. A. Jorgensen (Eds.), p. 57, Wiley-VCH, Weinheim (2002).
- 4. (a). A. Yamamoto, Y. Ito, T. Hayashi. Tetrahedron Lett. 30, 375 (1989); (http://dx.doi.org/10.1016/S0040-4039(00)95206-7)
- 4. (b). B. M. Trost, J. P. Stambuli, S. M. Silverman, U. Schworer. J. Am. Chem. Soc. 128, 13328 (2006); (http://dx.doi.org/10.1021/ja0640750)
- 4. (c). R. Shintani, S. Park, W.-L. Duan, T. Hayashi. Angew. Chem., Int. Ed. 46, 5901 (2007). (http://dx.doi.org/10.1002/anie.200701529)
- 5. Y. Inoue, M. Ajioka, M. Toyofuku, A. Mori, T. Fukui, Y. Kawashima, S. Miyano, H. Hashimoto. J. Mol. Catal. 32, 91 (1985). (http://dx.doi.org/10.1016/0304-5102(85)85035-5)
- 6. (a). T. Kurihara, Y. Sakamoto, H. Matsumoto, N. Kawabata, S. Harusawa, R. Yoneda. Chem. Pharm. Bull. 42, 475 (1994);
- 6. (b). J. I. Levin, A. M. Venkatesan, P. S. Chan, T. K. Bailey, G. Vice, J. Coupet. Bioorg. Med. Chem. Lett. 4, 1819 (1994); (http://dx.doi.org/10.1016/S0960-894X(01)80377-2)
- 6. (c). I. Takano, I. Yasuda, M. Nishijima, Y. Hitotsuyanagi, K. Takeya, H. Itokawa. J. Org. Chem. 62, 8251 (1997). (http://dx.doi.org/10.1021/jo9711652)
- 7. J. Duran, G. Moises, L. Castedo, J. L. Mascarenas. Org. Lett. 7, 5693 (2005). (http://dx.doi.org/10.1021/ol0524095)
- 8. (a). I. Shimizu, T. Yamada, J. Tsuji. Tetrahedron Lett. 21, 3199 (1980); (http://dx.doi.org/10.1016/S0040-4039(00)77444-2)
- 8. (b). T. Tsuda, Y. Chuji, S. Nishi, K. Tawara, T. Saegusa. J. Am. Chem. Soc. 102, 6381 (1980); (http://dx.doi.org/10.1021/ja00540a053)
- 8. (c). J. A. Tunge, E. C. Burger. Eur. J. Org. Chem. 1715 (2005); (http://dx.doi.org/10.1002/ejoc.200400865)
- 8. (d). S.-L. You, L.-X. Dai. Angew. Chem., Int. Ed. 45, 5246 (2006). (http://dx.doi.org/10.1002/anie.200601889)
- 9. (a). E. C. Burger, J. A. Tunge. Org. Lett. 6, 4113 (2004); (http://dx.doi.org/10.1021/ol048149t)
- 9. (b). D. K. Rayabarapu, J. A. Tunge. J. Am. Chem. Soc. 127, 13510 (2005); (http://dx.doi.org/10.1021/ja0542688)
- 9. (c). B. M. Trost, J. Xu. J. Am. Chem. Soc. 127, 17180 (2005); (http://dx.doi.org/10.1021/ja055968f)
- 9. (d). J. T. Mohr, D. C. Behenna, A. M. Harned, B. M. Stoltz. Angew. Chem., Int. Ed. 44, 6924 (2005); (http://dx.doi.org/10.1002/anie.200502018)
- 9. (e). N. T. Patil, Z. Huo, Y. Yamamoto. J. Org. Chem. 71, 6991 (2006). (http://dx.doi.org/10.1021/jo061110c)
- 10. L. A. Arnold, R. Imbos, A. Mandolin, A. H. M. de Vries, R. Naasz, B. L. Feringa. Tetrahedron 56, 2865 (2000). (http://dx.doi.org/10.1016/S0040-4020(00)00142-3)
- 11. (a). B. L. Feringa, M. Pineschi, L. A. Arnold, R. Imbos, A. H. M. de Vries. Angew. Chem., Int. Ed. Engl. 36, 2620 (1997); (http://dx.doi.org/10.1002/anie.199726201)
- 11. (b). B. L. Feringa. Acc. Chem. Res. 33, 346 (2000). (http://dx.doi.org/10.1021/ar990084k)
- 12. (a). H. Dorn, A. Otto. Chem. Ber. 101, 3287 (1968); (http://dx.doi.org/10.1002/cber.19681010936)
- 12. (b). H. Dorn, A. Otto. Angew. Chem., Int. Ed. Engl. 7, 214 (1968); (http://dx.doi.org/10.1002/anie.196802141)
- 12. (c). J. G. Schantl. Sci. Synth. 27, 731 (2004).
- 13. (a). I. Panfil, Z. Urbanczyk-Lipkowska, K. Suwinska, J. Solecka, M. Chmielewski. Tetrahedron 58, 1199 (2002); (http://dx.doi.org/10.1016/S0040-4020(01)01195-4)
- 13. (b). A. Suarez, C. W. Downey, G. C. Fu. J. Am. Chem. Soc. 127, 11244 (2005); (http://dx.doi.org/10.1021/ja052876h)
- 13. (c). L. Pezdirc, V. Jovanovski, B. Bevk, R. Jakse, S. Pirc, A. Meden, B. Stanovnik, J. Svete. Tetrahedron 61, 3977 (2005); (http://dx.doi.org/10.1016/j.tet.2005.02.049)
- 13. (d). R. Shintani, T. Hayashi. J. Am. Chem. Soc. 128, 6330 (2006); (http://dx.doi.org/10.1021/ja061662c)
- 13. (e). A. Chan, K. A. Scheidt, J. Am. Chem. Soc. 129, 5334 (2007). (http://dx.doi.org/10.1021/ja0709167)