Preparation of unsymmetrical dialkenyl ketones from the reactions of alkenyl alkynyl ketones with Gilman reagents

Tetrahedron Letters

Volumn 40, Issue 39, 1999, Pages 7109-7112

  Lee, Phil Ho ^a   Park, Jaekeun ^a   Lee, Kooyeon ^a   Kim, Hyoung Chun ^a  

^a Kangwon National University   (South Korea)

Author keywords

Alkenyl alkynyl ketones; Michael reaction; Unsymmetrical dialkenyl ketones

Indexed keywords

KETONE DERIVATIVE;

ARTICLE; CYCLIZATION; KOREA; MOLECULAR INTERACTION; SYNTHESIS;

EID: 0033600883     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01490-2     Document Type: Article

References (30)

1. [1] Little RD, Masjedizadeh MR. Org. React. New York: Wiley, 1995;47:315-552.
2. [2] Perlmutter P. Conjugate Addition Reactions in Organic Synthesis. Oxford: Pergamon press, 1992.
3. [3] Bergmann ED, Ginsburg D, Pappo R. Org. React. New York: Wiley, 1959;10:179-555.
4. [4] Trost BM. Comprehensive Organic Synthesis. Oxford: Pergamon press, 1991;5:751-784.
5. [5] Habermas KL, Denmark SE, Jones TK. Org. React. New York: Wiley, 1994;45:1-158.
6. [6] Santelli-Rouvier C, Santelli M. Synthesis. 1983;429-442.
7. [7] Ramaiah M. Synthesis. 1984;529-570.
8. [8] Denmark SE, Jones TK. Helv. Chim. Acta. 1983;66:2377-2396.
9. [9] Denmark SE, Klix RC. Tetrahedron. 1988;44:4043-4060.
10. [10] Denmark SE, Jones TK. Helv. Chim. Acta. 1983;66:2397-2411.
11. [11] Denmark SE, Habermas KL, Hite GA, Jones TK. Tetrahedron. 1986;42:2821-2829.
12. [12] Denmark SE, Habermas KL, Hite GA, Helv. Chim. Acta. 1988;71:168-194.
13. [13] Denmark SE, Hite GA, Helv. Chim. Acta. 1988;71:195-208.
14. [14] Goure WF, Wright ME, Davis PD, Labadie SS, Stille JK. J. Am. Chem. Soc. 1984;106:6417-6422.
15. [15] Crisp GT, Scott WJ, Stille JK. J. Am. Chem. Soc. 1984;106:7500-7506.
16. [16] Seyferth D, Vick SC. J. Organomet. Chem. 1978;144:1-12.
17. [17] Peel MR, Johnson CR. Tetrahedron Lett. 1986;27:5947-5950.
18. [18] Magnus P, Quagliato D. J. Org. Chem. 1985;50:1621-1626.
19. [19] Danishefsky S, Migdalof BH. J. Am. Chem. Soc. 1969;91:2806-2807.
20. [20] Kang K, Kim SS, Lee JC, U JS. Tetrahedron Lett. 1992;33:3495-3498.
21. [21] Fleming I, Perry DA. Tetrahedron. 1981;37:4027-4043.
22. [22] Ciattini PG, Morera E, Ortar G. Tetrahedron Lett. 1991;32:6449-6452.
23. [23] Stork G, Tomasz M. J. Am. Chem. Soc. 1962;84:310-312.
24. [24] Britten-Kelly M, Willis B. Synthesis. 1980;27-29.
25. [25] Tohda Y, Sonogashira K, Hagihara N. Synthesis. 1977;777-778.
26. [26] Lee PH, Lee J. Tetrahedron Lett. 1996;37:9305-9306.
27. [27] Birkofer L, Ritter A, Uhlenbrauck H. Chem. Ber. 1963;96:3280-3288.
28. [28] Posner GH. An Introduction to Synthesis Using Organocopper Reagents. New York: Wiley-Interscience, 1980.
29. 2CuLi.
30. [30] Satisfactory spectral data and high-resolution mass spectra were obtained for the α, β -enones 12, 13, 14 and 15.