Electroreductive crossed pinacol coupling of aromatic ketones with aliphatic ketones and aldehydes

Tetrahedron

Volumn 63, Issue 25, 2007, Pages 5415-5426

  Kise, Naoki ^a   Shiozawa, Yousuke ^a   Ueda, Nasuo ^a  

^a TOTTORI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; ALIPHATIC KETONE; CHLOROTRIMETHYLSILANE; DIKETONE; KETONE DERIVATIVE; LEAD; TITANIUM TETRACHLORIDE; ZINC;

ARTICLE; CHEMICAL REACTION; CIS ISOMER; CROSS LINKING; PINACOL REARRANGEMENT; PRIORITY JOURNAL; REDUCTION KINETICS; STEREOCHEMISTRY;

EID: 34248583371     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.04.050     Document Type: Article

References (29)

1. For recent reports, see:
2. Kraynack E.A., and Pedersen S.F. J. Org. Chem. 58 (1993) 6114
3. Konradi A.W., Kemp S.J., and Pedersen S.F. J. Am. Chem. Soc. 116 (1994) 1316
4. Kang M., Park J., and Pedersen S.F. Synlett (1997) 41
5. For recent reports, see:
6. Takai K., Morita R., Matsusita H., and Toratsu C. Chirality 15 (2003) 17
7. Groth U., Jung M., and Vogel T. Synlett (2004) 1054
8. Groth U., Jung M., and Vogel T. Chem.-Eur. J. 11 (2005) 3127
9. Fischer S., Groth U., Jung M., Lindenmaier M., and Vogel T. Tetrahedron Lett. 46 (2005) 6679
10. Hou Z., Takamine K., Fujiwara Y., and Taniguchi H. Chem. Lett. (1987) 2061
11. Hoffmann H.M.R., Münnich I., Nowitzki O., Stucke H., and Williams D.J. Tetrahedron 52 (1996) 11783
12. Nowitzki O., Münnich I., Stucke H., and Hoffmann H.M.R. Tetrahedron 52 (1996) 11799
13. Fujiwara T., Tsuruta Y., Arizono K., and Takeda T. Synlett (1997) 962
14. Nair V., Ros S., Jayan C.N., and Rath N.P. Tetrahedron Lett. 43 (2002) 8967
15. Maekawa H., Yamamoto Y., Shimada H., Yonemura K., and Nishiguchi I. Tetrahedron Lett. 45 (2004) 3869
16. Kise N., Arimoto K., and Ueda N. Tetrahedron Lett. 44 (2003) 6281
17. Kise N., Agui S., Morimoto S., and Ueda N. J. Org. Chem. 70 (2005) 9407
18. Preliminary report:. Kise N., Shiozawa Y., and Ueda N. Tetrahedron Lett. 45 (2004) 7599
19. Balskus E.P., Méndez-Andino J., Arbit R.M., and Paquette L.A. J. Org. Chem. 66 (2001) 6695
20. Stetter H. Angew. Chem. 88 (1976) 695
21. Rigby J.H., and Wilson J.A.Z. J. Org. Chem. 52 (1987) 34
22. Bellas T.E., Brownlee R.G., and Silverstein R.M. Tetrahedron 25 (1969) 5149
23. Chini M., Crotti P., and Macchia F. J. Org. Chem. 54 (1989) 3930
24. Christoffers J. J. Chem. Soc., Perkin Trans. 1 (1997) 3141
25. Steinhuebel D.P., and Lippard S.J. J. Am. Chem. Soc. 121 (1999) 11762
26. Ghera E. J. Org. Chem. 35 (1970) 660
27. Shono T., Ohmizu H., and Kawakami S. Tetrahedron Lett. (1979) 4091
28. Overberger C.G., and Gainer H. J. Am. Chem. Soc. 80 (1958) 4556
29. Ji S., Matsushita M., Takahashi T.T., and Horiuchi C.A. Tetrahedron Lett. 40 (1999) 6791