Addition of Z-vinylic higher order cyanocuprates to hindered enones. The influence of the reaction conditions

Tetrahedron Letters

Volumn 40, Issue 28, 1999, Pages 5115-5118

  Araujo M A ^a   Barrientos Astigarraga, R E ^a   Ellensohn, R M ^a   Comasseto, J V ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Hindered enones; Z vinylic higher order cyanocuprates; Z vinylic tellurides

Indexed keywords

COPPER DERIVATIVE; CYANOCUPRATE DERIVATIVE; ETHER; TELLURIUM DERIVATIVE; TETRAHYDROFURAN; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; REACTION ANALYSIS;

EID: 0033538610     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00951-X     Document Type: Article

References (12)

1. Lipshutz, B. H.; Keil, J. C. Tetrahedron Lett. 1992, 33, 5861.
2. (a) Comasseto, J. V.; Berriel, J. N. Synth. Commun. 1990, 22, 1685; 1992, 22, 2431;
3. (b) Tucci, F. C.; Chieffi, A.; Comasseto, J. V. Tetrahedron Lett. 1992, 33, 5721;
4. (c) Tucci, F. C.; Marino, J. R; Comasseto, J. V. Synlett 1993, 721;
5. (d) Tucci, F.; Chieffi, A.; Comasseto, J. V.; Marino, J. P. J. Org. Chem. 1996, 61, 4975;
6. (e) For a review see: Comasseto, J. V.; Lo, W. L.; Petragnani, N.; Stefani, H. A. Synthesis 1997.
7. Marino, J. P.; Mclure, M. S.; Holub, D.; Comasseto, J. V; Tucci, F. C.; Rahmeier, L. H.; Menezes, P. H. 12th int. IUPAC conference on organic synthesis; Venice, 1998; Book of Abstracts P. 578.
8. Rychnovsky, S. D.; Skalitsky, D. J.; Pathirama, C.; Jensen, P. R.; Fenical, W. J. J. Am. Chem. Soc. 1992, 114, 671.
9. 26O: C, 82.86; H, 10.64; found: C, 82.76; H, 10.56.
10. 16OSi: 262.17529; found: 262.17517.
11. Ellensohn, R. M. Ph.D. Thesis project, University of São Paulo.
12. Tada, H.; Yasuda, F. Chem. Lett. 1984, 779.