Synthesis of functionalized tri- and tetrasubstituted vinylic tellurides from enolphosphates through vinylic substitution by lithium butyltellurolate

Tetrahedron Letters

Volumn 40, Issue 44, 1999, Pages 7717-7720

  Barrientos Astigarraga, R E ^a   Castelani, P ^a   Sumida, C Y ^a   Comasseto, J V ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Enolphosphates; Vinylic tellurides

Indexed keywords

LITHIUM DERIVATIVE; PHOSPHORIC ACID DERIVATIVE; TELLURIUM DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; ISOMER; SYNTHESIS;

EID: 0033615766     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01633-0     Document Type: Article

References (16)

1. 1. (a) Kauffmann, T.; Ahlers, H. Chem. Ber. 1983, 116, 1001.
2. (b) For a review, see: Comasseto, J. V. Rev. Heteroatom Chem. 1993, 9, 61.
3. 2. For a review, see: Comasseto, J. V.; Ling, L. W.; Petragnani, N.; Stefani, H. A. Synthesis 1997, 373.
4. 3. Tucci, F. C.; Chieffi, A.; Comasseto, J. V.; Marino, J. P. J. Org. Chem. 1996, 61, 4975.
5. 4. Araújo, M. A.; Comasseto, J. V. Synlett 1995, 1145.
6. 5. Barrientos-Astigarraga, R. E.; Moraes, D. N.; Comasseto, J. V. Tetrahedron Lett. 1999, 40, 5115.
7. 6. (a) Chieffi, A.; Comasseto, J. V. Tetrahedron Lett. 1994, 35, 4063.
8. (b) Chieffi, A.; Comasseto, J. V. Synlett 1995, 671.
9. 7. Zeni, G.; Comasseto, J. V. Tetrahedron Lett. 1999, 40, 4619.
10. 8. Casson, S.; Kocienski, P. In Organometallic Reagents in Organic Synthesis; Batesson, J. H.; Mitchell, M. B., Eds.; Academic Press: London, 1994; Chapter 7, pp. 129-159.
11. 9. Alberdice, M.; Sum, F. W.; Weiler, L. Org. Synth. 1984, 62, 14.
12. 2Te: C 40.33; H 6.09. Found: C 40.23; H 5.90.
13. 11. Rappoport, Z. Acc. Chem. Res. 1981, 14, 7.
14. 12. Minyaev, R. M.; Minkin, V. I. Can. J. Chem. 1998, 76, 776.
15. 4, evaporated and the residue was purified by flash column silica gel chromatography using a 1:1 hexane:ethyl acetate mixture as eluent. Yield of 1f: 0.30 g (70%).
16. 14. For a recent review, see: Faulkner, D. J. Nat. Prod. Rep. 1998, 15, 113 and references cited therein.