Highly unsaturated conjugated systems from vinylic tellurides

Tetrahedron Letters

Volumn 40, Issue 2, 1999, Pages 265-268

  Barrientos Astigarraga, Rafael E ^b   Moraes, Denilson N ^b   Comasseto, João V ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b NONE

Author keywords

Cross coupling; Enol triflates; Vinyl zinc chloride; Vinylic tellurides

Indexed keywords

ALKYNE; COPPER DERIVATIVE; ORGANOMETALLIC COMPOUND; TELLURIUM DERIVATIVE; VINYL DERIVATIVE; ZINC CHLORIDE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; REACTION ANALYSIS; REACTION TIME; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033534347     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02352-1     Document Type: Article

References (14)

1. (a) Barros, S. M., Comasseto, J. V., Berriel, J., Tetrahedron Lett., 1989, 30, 7353.
2. (b) Comasseto, J. V., Reviews on Heteroatom Chemistry, 1993, 9, 61;
3. (c) Comasseto, J. V., Lo, W. L., Petragnani, N., Stefani, H. A., Synthesis, 1997, 4, 373.
4. (a) Tucci, F. C., Chieffi, A., Comasseto, J. V., Tetrahedron Lett., 1992, 33, 5721;
5. (b) Tucci, F. C., Chieffi, A., Comasseto, J. V., Marino, J. P., J. Org. Chem., 1996, 61,4975. For reviews see ref. 1b,c.
6. Araújo, M. A., Comasseto, J. V., Synlett, 1995, 1145.
7. Th International IUPAC Conference on Organic Synthesis, Venice, 1998, Book of Abstracts, p. 578.
8. Rychnovsky, S. D., Skalitzky, D. J., Pathirana, C., Jensen, P. R., Fenical, W. J., J. Am. Chem. Soc., 1992, 114, 671.
9. 4OH (20 mL), extracted with ethyl acetate (3 x 20 mL), dried, evaporated and the residue was purified by flash silica gel chromatography using hexane as eluent affording the corresponding enol triflates with the yields shown in Table 1.
10. For a review see: Ritter, K., Synthesis, 1993, 8, 735.
11. 2 (30.0 mL) was added and the organic phase was washed with brine (3 x 20.0 mL), dried, evaporated and the residue was purified by flash silica gel chromatography using hexane as eluent.
12. Comasseto, J. V., unpublished results.
13. 2 (30.0 mL) was added and the organic phase was washed with brine (3 x 20.0 mL), dried, evaporated and the residue was purified by flash silica gel chromatography using hexane as eluent.
14. Intermediate in the synthesis of a polyunsaturated antifungal agent. Ellensohn, R. M., PhD project, Instituto de Química, USP, São Paulo.