The application of the formyl C-H--O hydrogen bond postulate to the understanding of enantioselective reactions involving chiral boron Lewis acids and aldehydes

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 37-40

  Corey, E J ^a   Rohde, Jeffrey J ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORON DERIVATIVE;

ARTICLE; CHIRALITY; COMPLEX FORMATION; DRUG STRUCTURE; ENANTIOMER; X RAY CRYSTALLOGRAPHY;

EID: 0031021995     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02249-6     Document Type: Article

References (13)

1. Corey, E. J.; Rohde, J. J.; Fischer, A.; Azimioara, M. D., preceding paper, this issue.
2. Hayashi, Y.; Rohde, J. J.; Corey, E. J. J. Am. Chem. Soc. 1996, 118, 5502.
3. 4a
4. (a) Corey, E. J.; Loh, T.-P.; Roper, T. D.; Azimioara, M.; Noe, M. C. J. Am. Chem. Soc. 1992, 114, 8290.
5. (b) Corey, E. J.; Loh, T.-P. J. Am. Chem. Soc. 1991, 113, 8966.
6. (a) Furuta, K.; Shimizu, S.; Miwa, Y.; Yamamoto, H. J. Org. Chem. 1989, 54, 1481.
7. (b) Furuta, K.; Miwa, Y.; Iwanaga, K.; Yamamoto, H. J. Am. Chem. Soc. 1988, 110, 6254.
8. (c) Gao, Q.; Maruyama, T.; Mouri, M.; Yamamoto, H. J. Org. Chem. 1992, 57, 1951.
9. Ishihara, K.; Gao, Q.; Yamamoto, H. J. Am. Chem. Soc. 1993, 115, 10412.
10. (a) Hashimoto, S.; Komeshima, N.; Koga, K. J. Chem. Soc. Chem. Comm. 1979, 437.
11. (b) Takemura, H.; Komeshima, N.; Takahashi, I.; Hashimoto, S.; Ikota, N.; Tomioka, K.; Koga, K. Tetrahedron Letters 1987, 28, 5687.
12. See Roush, W. R.; Banfi, L. J. Am. Chem. Soc. 1988, 110, 3979.
13. This research was supported by grants from the National Institutes of Health, the National Science Foundation and the Eli Lilly Co.