Asymmetric reactions of chiral imide enolates with α-keto esters

Tetrahedron Letters

Volumn 37, Issue 46, 1996, Pages 8263-8266

  Jacobson, Irina C ^a   Reddy, G Prabhakar ^a  

^a DUPONT COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SUCCINIC ACID DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030580328     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01843-6     Document Type: Article

References (10)

1. 1. Schwanz, M.A.; Van Wart, H.E. Progress in Medicinal Chemistry 1992, 29, 2712.
2. 2. Ojima, I.; Yoshida, K.; Inaba, S-I. Chem. Letters 1977, 429.
3. 3. Fang, J-M.; Chen, M-Y. J. Chem. Soc. Perkin Trans, 1 1993, 1737.
4. 4. Evans, D.A.; . Ennis, M.D.; Mathre, D.J. J. Am. Chem. Soc. 1982, 104, 1737.
5. 5. Evans, D.A.; Bartroli, J.; Shih, T.L. J. Am. Chem. Soc. 1981, 103, 2127.
6. 6. Crystal structure will be published in due course.
7. 3) of 3 (entry 3,Table 1): δ 1.48(s, 3H), 2.49(dd, J=10.3Hz, 1H), 3.03(d, J=8.8Hz, 2H), 3.06(d, J=3.3Hz, 1H), 3.11(d, J=3.3Hz, 1H), 3.34(t, J=8.1Hz, 1H), 3.69(s, 3H), 3.79(dd, J=1.5Hz, 1H), 4.06(m, 1H), 4.38(s, 1H), 4.69(t, J=8.8Hz, 1H), 7.09-7.27(m, 10H).
8. 3) of 4 (entry 3, table 1):δ 1.51(s, 3H), 2.55(dd, J=10.3Hz, 1H), 2.89(dd, J=5.13Hz, 1H), 3.07(t, J=11.35Hz, 1H), 3.19(dd, J=0.25Hz, 1H), 3.39(t, J=7.69, 1H), 3.78(s, 3H), 3.82(m, 2H), 4.14(m, 1H), 4.77(dd, J=5.13Hz, 1H), 7.069-7.270(m, 10H).
9. 8. Walker, M.A.; Heathcock, C.H. J. Org. Chem. 1991, 50, 5747.
10. 9. Evans, D.A.; Urpi, F.; Somers, T.C.; Clark, J.S.; Bilodeau, M.T. J. Am. Chem. Soc. 1990, 112, 8215.