Catalytic asymmetric [2,3]-sigmatropic rearrangement of sulfur ylides generated from carbenoids and allenic 2-methylphenyl sulfide

Chinese Journal of Chemistry

Volumn 21, Issue 7, 2003, Pages 878-882

  Zhang, Xiao Mei ^a   Ma, Ming ^a   Wang, Jian Bo ^a,b  

^a PEKING UNIVERSITY   (China)

^b NANKAI UNIVERSITY   (China)

Author keywords

Carbenoid; Catalytic asymmetric synthesis; Sulfur ylide; 2,3 sigmatropic rearrangement

Indexed keywords

EID: 2942743608     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.20030210732     Document Type: Article

References (13)

1. (a) Doyle, M. P.; Forbes, D. C. Chem. Rev. 1998, 98, 911.
2. (b) Hodgson, D. M.; Pierard, F. Y. T. M.; Stupple, P. A. Chem. Soc. Rev. 2001, 30, 50.
3. For recent example, see: Suga, H.; Inoue, K.; Inoue, S.; Kakehi, A. J. Am. Chem. Soc. 2002, 124, 14836.
4. (a) Trost, B. M.; Hammen, R. F. J. Am. Chem. Soc. 1973, 95, 962.
5. (b) Doyle, M. P.; Tamblyn, W. H.; Bagheri, V. J. Org. Chem. 1981, 46, 5094.
6. (a) Nishibayashi, Y.; Ohe, K.; Uemura, S. J. Chem. Soc., Chem. Commun. 1995, 1245.
7. (b) Fukuda, T.; Irie, R.; Katsuki, T. Tetrahedron 1999, 55, 649.
8. (c) McMillen, D. W.; Varga, N.; Reed, B. A.; King, C. J. Org. Chem. 2000, 65, 2532.
9. (d) Kitagaki, S.; Yanamoto, Y.; Okubo, H.; Nakajima, M.; Hashimoto, S. Heterocycles 2001, 54, 623.
10. (a) Zhang, X.; Qu, Z.; Ma, Z.; Shi, W.; Jin, X.; Wang, J. J. Org. Chem. 2002, 67, 5621.
11. (b) Zhang, X.; Ma, M.; Wang, J. Tetrahedron: Asymmetry 2003, 14, 891.
12. Shi, G.; Xu, Y.; Xu, M. Tetrahedron 1991, 47, 1629.
13. Kubas, G. J. Inorg. Synth. 1997, 19, 90.