Titanium(IV) chloride and the amine-promoted Baylis-Hillman reaction

Organic Letters

Volumn 2, Issue 16, 2000, Pages 2397-2400

  Shi, Min ^a   Jiang, Jian Kang ^a   Feng, Yan Shu ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000884769     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000046x     Document Type: Article

References (20)

1. For reviews, see: (a) Ciganek, E. Org. React. 1997, 51, 201.
2. (b) Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001.
3. (c) Drewes, S. E.; Roos, G. H. P. Tetrahedron 1988, 44, 4653.
4. Brzezinski, L. J.; Rafel, S.; Leahy, J. M. J. Am. Chem. Soc. 1997, 119, 4317.
5. Marko, I. E.; Giles, P. G.; Hindley, N. J. Tetrahedron 1997, 53, 1015.
6. Richter, H.; Jung, G. Tetrahedron Lett. 1998, 39, 2729.
7. Barrett, A. G. M.; Cook, A. S.; Kamimura, A. Chem. Commun. 1999, 2533.
8. Kunidig, E. P.; Xu, L. H.; Romanens, P.; Bernardinelli, G. Tetrahedron Lett. 1993, 34, 7049.
9. Aggarwal, V.; Mereu, A.; Tarver, G. J.; MaCague, R. J. Org. Chem. 1998, 63, 7183.
10. Kawamura, M.; Kobayashi, S. Tetrahedron Lett. 1999, 40, 1539.
11. (a) Kataoka, T.; Iwama, T.; Tsujiyama, S.-i.; Iwamura, T.; Watanaba, S.-i. Tetrahedron 1998, 54, 11813.
12. (b) Iwama, T.; Tsujiyama, S.-I.; Kinoshita, H.; Kanamatsu, K.; Tsurukami, Y.; Iwamura, T.; Watanabe, S.-I.; Kataoka, T. Chem. Pharm. Bull. 1999, 47, 956.
13. Ono, M.; Nishimura, K.; Nagaoka, Y.; Tomioka, K. Tetrahedron Lett. 1999, 40, 1509.
14. (a) Nagaoka, Y.; Yomioka, K. J. Org. Chem. 1998, 63, 6428.
15. (b) Harrowven, D.; Hannam, J. C. Tetrahedron 1999, 55, 9341.
16. 4: C, 51.27; H, 4.69; N, 5.44.
17. w = 0.052.
18. 3, 300 MHz) δ 2.36 (3H, s. Me), 3.26 (1H, br s, OH), 5.68 (1H, s), 6.05 (1H, s), 6.28 (1H, s), 7.56 (2H, d, J = 8.6 Hz, Ar), 8.19 (2H, d, J = 8.6 Hz, Ar).
19. (a) Antler, M.; Laubengayer, A. W. J. Am. Chem. Soc. 1955, 77, 5250.
20. (b) Bharathi, P.; Periasamy, M. Org. Let. 1999, 1, 857.