Chalcogenide-TiCl4-mediated reactions of S-ethyl thioacrylate with aldehydes

Journal of Organometallic Chemistry

Volumn 611, Issue 1-2, 2000, Pages 455-462

  Kataoka, Tadashi ^a   Iwama, Tetsuo ^a   Kinoshita, Hironori ^a   Tsurukami, Yasuo ^a   Tsujiyama, Shinichiro ^a   Fujita, Masaru ^a   Honda, Eiji ^a   Iwamura, Tatsunori ^a   Watanabe, Shin Ichi ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Acrylic acid thioester; Allylic alcohol; Baylis Hillman reaction; Sulfide; Titanium tetrachloride

Indexed keywords

EID: 0001551253     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00477-0     Document Type: Article

References (24)

1. For reviews: (a) S.E. Drewes, G.H.P. Roos, Tetrahedron, 44 (1988) 4653. (b) D. Basavaiah, P.D. Rao, R.S. Hyma, ibid., 52 (1996) 8001. (c) E. Ciganek, in: L.A. Paquette (Ed.), Organic Reactions, vol. 51, Wiley, New York, 1997, Chapter 2.
2. For reviews: (a) S.E. Drewes, G.H.P. Roos, Tetrahedron, 44 (1988) 4653. (b) D. Basavaiah, P.D. Rao, R.S. Hyma, ibid., 52 (1996) 8001. (c) E. Ciganek, in: L.A. Paquette (Ed.), Organic Reactions, vol. 51, Wiley, New York, 1997, Chapter 2.
3. For reviews: (a) S.E. Drewes, G.H.P. Roos, Tetrahedron, 44 (1988) 4653. (b) D. Basavaiah, P.D. Rao, R.S. Hyma, ibid., 52 (1996) 8001. (c) E. Ciganek, in: L.A. Paquette (Ed.), Organic Reactions, vol. 51, Wiley, New York, 1997, Chapter 2.
4. (a) V.K. Aggarwal, G.J. Tarver, R. McCague, Chem. Commun. (1996) 2713.
5. (b) V.K. Aggarwal, A. Mereu, G.J. Tarver, R. McCague, J. Org. Chem. 63 (1998), 7183.
6. (c) V.K. Aggarwal, A. Mereu, Chem. Commun. (1999) 2311.
7. M. Kawamura, S. Kobayashi, Tetrahedron Lett. 40 (1999) 1539.
8. (a) T. Kataoka, T. Iwama, S. Tsujiyama, Chem. Commun. (1998) 197.
9. (b) T. Kataoka, T. Iwama, S. Tsujiyama, T. Iwamura, S. Watanabe, Tetrahedron 54 (1998) 11813.
10. (a) J.M. Brown, I. Cutting, J. Chem. Soc. Chem. Commun. (1985) 578.
11. (b) L.J. Brzezinski, S. Rafel, J.W. Leahy, J. Am. Chem. Soc. 119 (1997) 4317.
12. R.S. Atkinson, J. Fawcett, D.R. Russel, P.J. Williams, Chem. Commun. (1997) 2031.
13. M. Bailey, I.E. Marko, W.D. Ollis, Tetrahedron Lett. 32 (1991) 2687.
14. I.E. Marko, P.R. Giles, Z. Janousek, N.J. Hindley, J.-P. Declercq, B. Tinant, J. Feneau-Dupont, J.S. Svendsen, Recl. Trav. Chim. Pays-Bas 114 (1995) 239.
15. Part of this work has appeared in preliminary form: T. Kataoka, T. Iwama, H. Kinoshita, S. Tsujiyama, Y. Tsurukami, T. Iwamura, S. Watanabe, Synlett (1999) 197.
16. T. Iwama, H. Kinoshita, T. Kataoka, Tetrahedron Lett. 40 (1999) 3741.
17. G. Li, H.-X Wei, J.J. Gao, T.D. Caputo, Tetrahedron Lett. 41 (2000) 1.
18. T. Kataoka, H. Kinoshita, T. Iwama, S. Tsujiyama, T. Iwamura, S. Watanabe, O. Muraoka, G. Tanabe, Tetrahedron 56 (2000) 4725.
19. T. Kataoka, H. Kinoshita, S. Kinoshita, T. Iwamura, S. Watanabe, Angew. Chem. 112 (2000) 2448; Angew. Chem. Int. Ed. Engl. 39 (2000) 2358.
20. T. Kataoka, H. Kinoshita, S. Kinoshita, T. Iwamura, S. Watanabe, Angew. Chem. 112 (2000) 2448; Angew. Chem. Int. Ed. Engl. 39 (2000) 2358.
21. E. Nakamura, I. Kuwajima, Tetrahedron Lett. 24 (1983) 3343.
22. C.R. Harrison, Tetrahedron Lett. 28 (1987) 4135.
23. E. Schaumann, B. Mergardt, J. Chem. Soc. Perkin Trans, 1 (1989) 1361.
24. M.R. Detty, J.W. Hassett, B.J. Murray, G.A. Reynolds, Tetrahedron 41 (1985) 4853.