Z/E selective synthesis of β,β-disubstituted and (Z)-β- monosubstituted Baylis-Hillman adducts via anionic additions of vinylcuprates to aldehydes

Synthetic Communications

Volumn 29, Issue 17, 1999, Pages 2959-2966

  Wei, Han Xun ^a   Willis, Steven ^a   Li, Guigen ^a  

^a TEXAS TECH UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; COPPER DERIVATIVE; ORGANIC COMPOUND;

ARTICLE; COLUMN CHROMATOGRAPHY; CONJUGATE; ISOMER; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032814468     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908086469     Document Type: Article

References (19)

1. Ciganek, E. Org. React. 1997, 51, 201, and refereces therein.
2. Basavaiah, D.; Rao, P. D. and Hyma, R. S. Tetrahedron 1996, 52, 8001.
3. Brzezinski, L. J., Rafel, S. and Leahy, J. M. J. Am. Chem. Soc. 1997, 119, 4317.
4. Marko, I. E., Giles, P. G. and Hindley, N. J. Tetrahedron 1997, 53, 1015.
5. Aggarwal, V., Tarver, G. J. and McCague, R. J. Chem. Soc. Chem. Commun. 1996, 2713.
6. Roth, F., Gygax, P. and Frater, G. Tetrahedron Lett. 1992, 48, 6371.
7. Drewes, S. E., Njamela, O. L. and Emslie, N. D.; Ramesar, N.; Field, J. S. Synth. Commun. 1993, 23, 2807.
8. Li, G., Wei, H.-X. and Willis, S. Tetrahedron Lett. 1998, 39, 4607-4610.
9. Genisson, Y., Massardier, C., Gautier-Luneau, I.and Greene, A. E. J. Chem. Soc., Perkin Trans 1 1996, 2869.
10. Xu, L.-H. and Kundig, E. P. Helv. Chim. Acta 1994, 77, 1480.
11. Lipshutz, B. H. in Comprehensive Organic Synthesis (Eds. Trost, B. M.; Fleming, I.), vol. 1, Pergamon, Oxford, 1991, pp. 107-138.
12. Lipshutz, B. H.and Sengupta, S. in Org. React. 1992, 41, 135.
13. Krause, N. and Gerold, A. Angew. Chem. Int. Ed. Engl. 1997 36, 187.
14. Corey, E. J. and Katzenellebogen, J.A. J. Am. Chem. Soc. 1969, 91, 1851.
15. Siddall, J.B., Biskup, M. and Fried, J. H. J. Am. Chem. Soc. 1969, 91, 1853.
16. Tsuda, T., Yoshida, T. and Saegusa, T. J. Org. Chem. 1988, 53, 1607.
17. Marino, J. P. and Linderman, R. J. J. Org. Chem. 1981, 46, 3696.
18. Crimmins, M.T., Mascarella, S.W. and DeLoach, J.A. J. Org. Chem. 1984, 49, 3033.
19. Marino, J. P. and Linderman, R. J. J. Org. Chem. 1983, 48, 4621.