t-BuOK promoted coupling of alkynes and aldehydes: a concise synthetic method of β,γ-unsaturated enones

Tetrahedron Letters

Volumn 47, Issue 48, 2006, Pages 8621-8623

  Wang, Shao Hua ^a   Tu, Yong Qiang ^a   Wang, Min ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; ALKYNE DERIVATIVE; KETONE DERIVATIVE; TRANSITION ELEMENT;

ADDITION REACTION; ARTICLE; CATALYST; CHEMICAL REACTION; ISOMERIZATION; SYNTHESIS;

EID: 33750337638     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.109     Document Type: Article

References (19)

1. Ohtsuka Y., Sasahara T., and Oishi T. Chem. Pharm. Bull. 30 (1982) 1106 and references cited therein
2. Noda Y., Hashimoto H., and Norizuki T. Heterocycles 55 (2001) 1839
3. Walker R.P., Thompson J.E., and Faulkner D.J. J. Org. Chem. 45 (1980) 4976
4. Thompson J.E., Walker R.P., Wratten S.J., and Faulkner D.J. Tetrahedron 38 (1982) 1865
5. Paterson I., and Hulme A.N. Tetrahedron Lett. 31 (1990) 7513
6. Appendino G., Nano G.M., Viterbo D., Munno G.D., Cisero M., Palmisano G., and Aragno M. Helv. Chim. Acta 74 (1991) 495
7. Thomas A.F., Thommon W., Willhalm B., Hagaman E.W., and Wenkert E. Helv. Chim. Acta 57 (1974) 2055
8. Pollack R.M., Bounds P.L., and Bevins C.L. In: Patai S., and Zappoport Z. (Eds). The Chemistry of Enones Part 1 (1989), John Wiley & Sons, New York 599
9. Kachinsky J.L.C., and Solomon R.G. J. Org. Chem. 51 (1986) 1393
10. Zaidlewicz M. Synthesis (1988) 701
11. Brown H.C., and Soundararajan R. Tetrahedron Lett. 35 (1994) 6963
12. Beak P., and Berger K.R. J. Am. Chem. Soc. 102 (1980) 3848
13. Kang K.-T., and Sun U.J. Synth. Commun. 24 (1994) 1507
14. Lu X., Ji J., Guo C., and Shen W. J. Organomet. Chem. 428 (1992) 259
15. Dalpozzo R., Nino A.D., Bosco M., Sambri L., and Marcantoni E. J. Org. Chem. 63 (1998) 3745
16. Wang S.-H., Tu Y.-Q., Chen P., Hu X.-D., Zhang F.-M., and Wang A.-X. J. Org. Chem. 71 (2006) 4343
17. For recent domino coupling reactions between aldehydes and terminal alkynes, see:. Tejedor D., García-Tellado F., Marrero-Tellado J.J., and de Armas P. Chem. Eur. J. 9 (2003) 3122
18. de Armas P., García-Tellado F., Marrero-Tellado J.J., Tejedor D., Maestro M.A., and Gonzalez-Platas J. Org. Lett. 3 (2001) 1905
19. Wang Y.G., Cui S.L., and Lin X.F. Org. Lett. 8 (2006) 1241