Palladium-catalyzed cross-coupling of unsaturated phenols with vinylic halides and triflates

Tetrahedron Letters

Volumn 39, Issue 3-4, 1998, Pages 237-240

  Larock, Richard C ^a   Yang, Hoseok ^a   Pace, Paola ^a   Cacchi, Sandro ^b   Fabrizi, Giancarlo ^b  

^a IOWA STATE UNIVERSITY   (United States)

^b SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

HALIDE; HETEROCYCLIC COMPOUND; PALLADIUM; PHENOL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; REACTION ANALYSIS;

EID: 0032518777     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10502-0     Document Type: Article

References (12)

1. 1. For general reviews of cyclizations involving π-allylpalladium intermediates, see: (a) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1989, 28, 1173.
2. (b) Heumann, A.; Reglier, M. Tetrahedron 1995, 51, 975.
3. 2. Larock, R. C.; Leuck, D. Tetrahedron Lett. 1988, 29, 6399.
4. 3. (a) Harris, G. D., Jr.; Herr, R. J.; Weinreb, S. M. J. Org. Chem. 1992, 57, 2528.
5. (b) Harris, G. D., Jr.; Herr, R. J.; Weinreb, S. M. J. Org. Chem. 1993, 58, 5452.
6. (c) Larock, R. C.; Yang, H.; Weinreb, S. M.; Herr, R. J. J. Org. Chem. 1994, 59, 4172.
7. 1H NMR spectra by the following signals: δ 1.65 (s), 3.14 (d, J = 15.3 Hz), 3.27 (d, J = 15.3 Hz).
8. 5. (a) Larock, R. C.; Leung, W. Y.; Stolz-Dunn, S. Tetrahedron Lett. 1989, 30, 6629.
9. (b) Larock, R. C.; Leung, W. Y. J. Org. Chem. 1990, 55, 6244.
10. 6. The ratio of the stereoisomers was determined on the basis of the following references: (a) Kraus, G. A.; Molina, M. T.; Walling, J. A. J. Chem. Soc., Chem. Commun. 1986, 1568.
11. (b) Kraus, G. A.; Molina, M. T.; Walling, J. A. J. Org. Chem. 1987, 52, 1273.
12. (c) Rao, T. S.; Trivedi, G. K. Heterocycles 1987, 26, 2117.