Tandem Conjugate Addition-Aldol Reactions Employing 9-(Phenylseleno)-9-borabicyclononane: A Novel Method for Effecting Formal Aldol Condensations at the α-Carbon of α,β-Unsaturated Ketones

Journal of Organic Chemistry

Volumn 50, Issue 5, 1985, Pages 730-732

  Leonard, William R ^a   Livinghouse, Tom ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845378487     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00205a048     Document Type: Article

References (8)

1. Evans, D. A.; Grimm, K. G.; Truesdale, L. K. J. Am. Chem. Soc. 1975, 97, 3229.
2. Liotta, D.; Paty, P. B.; Johnson, J.; Zima, G. Tetrahedron Lett. 1978, 5091.
3. Evans, D. A.; Hurst, K. M.; Takacs, J. M. J. Am. Chem. Soc. 1978, 100, 3467.
4. Corey, E. J.; Kozikowski, A. P. Tetrahedron Lett. 1975, 925.
5. Itoh, A.; Ozawa, S.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1980, 21, 361.
6. Itoh, A.; Ozawa, S.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1981, 54, 274.
7. Kozikowski, A. P.; Ames, A. J. Org. Chem. 1978, 43, 2735. (11) Kabalka, G. W.; Brown, H. C.; Suzuki, A.; Honma, S.; Arase, A.; Itoh, M. J. Am. Chem. Soc. 1970, 92, 710.
8. This phenomenon may exhibit substrate dependency and will be addressed in a more detailed study at a later date. For another example of competitive 1,2 -and 1,4-additions to enones, see: Still, W. C.; Mitra, A. Tetrahedron Lett. 1978, 2659.