Stereoselective conjugate addition of diethylzinc to enones and nitroalkenes

Tetrahedron Asymmetry

Volumn 14, Issue 3, 2003, Pages 305-315

  Kang, Jahyo ^a   Lee, Jae Hoon ^a   Lim, Dae Sung ^a  

^a Sogang University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

1 NITRO 2 (4 METHOXYPHENYL)BUTANE; 1 NITRO 2 PHENYLBUTANE; 1,3 DIPHENYLPENTAN 1 ONE; 3 ETHYLCYCLOHEPTANONE; 3 ETHYLCYCLOHEXANONE; ALKENE DERIVATIVE; CHALCONE; COPPER; DIETHYLZINC; KETONE DERIVATIVE; LIGAND; SULFUR; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL BOND; COLUMN CHROMATOGRAPHY; CONJUGATE; ENANTIOSELECTIVITY; GAS CHROMATOGRAPHY; MICHAEL ADDITION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0037423117     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00838-8     Document Type: Article

References (32)

1. Chang F.R., Yang P.Y., Lin J.Y., Lee K.H., Wu Y.C. J. Nat. Prod. 61:1998;437-439.
2. Hayashi T. Pure Appl. Chem. 60:1988;7.
3. Corey E.J., Bakshi R.K., Shibata S. J. Am. Chem. Soc. 109:1987;5551.
4. Corey E.J., Bakshi R.K., Shibata S., Chen C.-P., Singh V.K. J. Am. Chem. Soc. 109:1987;7925.
5. Corey E.J., Shibata S., Bakshi R.K. J. Org. Chem. 53:1988;2861.
6. Kang J., Lee J.W., Kim J.I. Chem. Commun. 1994;2009.
7. Kang J., Kim D.S., Kim J.I. Synlett. 1994;842.
8. Kang J., Kim J.W., Lee J.W., Kim D.S., Kim J.I. Bull. Korean Chem. Soc. 17:1996;1135.
9. Hamashima Y., Sawada D., Kanai M., Shibasaki M. J. Am. Chem. Soc. 121:1999;2641.
10. Hamashima Y., Kanai M., Shibasaki M. J. Am. Chem. Soc. 122:2000;7412.
11. Yabu K., Masumoto S., Yamasaki S., Hamashima Y., Kanai M., Du W., Curran D.P., Shibasaki M. J. Am. Chem. Soc. 123:2001;9908.
12. Takamura M., Funabashi K., Kanai M., Shibasaki M. J. Am. Chem. Soc. 122:2000;6327.
13. Takamura M., Funabashi K., Kanai M., Shibasaki M. J. Am. Chem. Soc. 123:2001;6801.
14. de Vries A.H.M., Meetsma A., Feringa B.L. Angew. Chem., Int. Ed. Engl. 35:1996;2374.
15. Knöbel A.K., Escher I., Pfaltz A. Synlett. 1997;1429.
16. Escher I., Pfaltz A. Tetrahedron. 56:2000;2879.
17. Helmchen G., Pfaltz A. Acc. Chem. Res. 33:2000;336.
18. Berner O.M., Tedeschi L., Enders D. Eur. J. Org. Chem. 2002:2002;1877.
19. Feringa B.L., Pineschi M., Arnold L.A., Imbos R., de Vries A.H.M. Angew. Chem., Int. Ed. 36:1997;2620.
20. Alexakis A., Benhaim C. Org. Lett. 2:2000;2579.
21. Mizutani H., Degrado S.J., Hoveyda A.H. J. Am. Chem. Soc. 124:2002;779.
22. Kang J., Kim J.I., Lee J.H., Kim H.J., Byun Y.H. Bull. Korean Chem. Soc. 19:1998;601.
23. Bennett S.M.W., Brown S.M., Muxworthy J.P., Woodward S. Tetrahedron Lett. 40:1999;1767.
24. Bennett S.M.W., Brown S.M., Cunningham A., Dennis M.R., Muxworthy J.P., Oakley M.A., Woodward S. Tetrahedron. 56:2000;2847.
25. Börner C., König W.A., Woodward S. Tetrahedron Lett. 42:2001;327.
26. Börner C., Dennis M.R., Sinn E., Woodward S. Eur. J. Org. Chem. 2001:2001;2435.
27. Cox P.J., Wang W., Snieckus V. Tetrahedron Lett. 33:1992;2253.
28. Posner G.H., Frye L.L. Isr. J. Chem. 24:1984;88.
29. Alexakis A., Benhaim C., Rosset S., Humam M. J. Am. Chem. Soc. 124:2002;5262.
30. Degrado S.J., Mizutani H., Hoveyda A.H. J. Am. Chem. Soc. 123:2001;755.
31. Soai K., Hayasaka T., Ugajin S. J. Chem. Soc., Chem. Commun. 1989;516.
32. Schafer H., Seebach D. Tetrahedron. 51:1995;2305.