On the stille vinylation reactions with α-styryltrimethyltin

Tetrahedron Letters

Volumn 38, Issue 27, 1997, Pages 4741-4744

  Chen, Shu Hui ^a  

^a 4 Science Park   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOTIN COMPOUND; PYRIDINE DERIVATIVE; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030960029     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01026-5     Document Type: Article

References (15)

1. Reviews: (a) Stille, J.K. Angew. Chem. Int. Ed. 1986, 25, 508;
2. (b) Mitchell, T.N. Synthesis 1992, 803;
3. (c) Farina, V.; Roth, G.P. in Advances in Metal-Organic Chemistry, Liebeskind, L.S. Ed.; JAI Press, 1995, 5, 1.
4. (d) Farina, V.; Krishnamurthy, V.; Scott, W.J. Organic Reactions (in press)
5. For recent examples of Stille vinylation reactions in synthetic and medicinal chemistry, see: (a) Kelly, T.R.; Lang, F. J. Org. Chem. 1996, 61, 4623;
6. (b) Vittori, S.; Camaioni, E.; Francesco, E.D. et al. J. Med. Chem. 1996, 39, 4211.
7. Kikukawa, K.; Umekawa, H.; Matsuda, T. J. Organomet. Chem. 1986, 311, C44.
8. Farina, V.; Hossain, H.A. Tetrahedron Lett. 1996, 37, 6997.
9. Busacca, C.A.; Swestock, J.; Johnson, R.E.; Bailey, T.R.; Musza, L.; Roger, C.A. J. Org. Chem. 1994, 59, 7553.
10. α-Styryltrimethyltin used for this study was prepared according to Renaldo et al. Synth. Commun. 1987, 15, 1823.
11. 1H NMR spectrum of compound 11a matches that of trans-Stilbene purchased from Aldrich.
12. Compounds 12b & 15b were prepared from their corresponding carboxylic acids (Aldrich) via their acid chlorides.
13. Stork, G.; Isaacs, R.C.A. J. Am. Chem. Soc. 1990, 112, 7399.
14. Crisp, G.T.; Glink, P.T. Tetrahedron 1994, 50, 3213.
15. Levin, J.I. Tetrahedron Lett. 1993, 34, 6211.