Dibutylboron triflate promoted conjugate addition of benzylic and allylic organocopper reagents to chiral α,β-unsaturated N-acyl imidazolidinones

Tetrahedron Letters

Volumn 38, Issue 10, 1997, Pages 1821-1824

  Van Heerden, Pieter S ^a   Bezuidenhoudt, Barend C B ^a   Ferreira, Daneel ^a  

^a UNIVERSITY OF THE FREE STATE   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER DERIVATIVE; IMIDAZOLIDINE DERIVATIVE; ORGANOMETALLIC COMPOUND; REAGENT;

ARTICLE; DRUG CONJUGATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0031562448     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00160-3     Document Type: Article

References (23)

1. 1. Yamamoto, Y.; Maruyama, K. J. Am. Chem. Soc., 1978, 100, 3240.
2. 2. Yamamoto, Y.; Yamamoto, S.; Yatagai, H.; Ishihara, Y.; Maruyama, K. J. Org. Chem., 1982, 47, 119.
3. 3. Yamamoto, Y. Angewandte Chemie, 1986, 25, 947.
4. 4. Smith, A.B., III; Jerris, P.J. J. Am. Chem. Soc., 1981, 103, 194.
5. 5. Ibuka, T; Minakata, H. Synth. Commun., 1980, 10, 119.
6. 6. Corey, E.J.; Boaz, N.W. Tetrahedron Lett., 1985, 26, 6015, 6019.
7. 7. a) Salomon, R.G. Acc. Chem. Res., 1985, 75, 294;
8. b) Salomon, R.G.; Miller, D.B.; Raychaudhuri, S.R.; Avasthi, K.; Lal, K.; Levison, B.S. J. Am. Chem. Soc., 1984, 106, 8296.
9. 8. Yamamoto, Y.; Yatagai, K.; Maruyama, J. Org. Chem., 1979, 44, 1744.
10. 9. Van Heerden, P.S.; Bezuidenhoudt, B.C.B.; Steenkamp, J.A.; Ferreira, D. Tetrahedron Lett., 1992, 33, 2383.
11. 10. Van Heerden, P.S.; Bezuidenhoudt, B.C.B.; Ferreira, D. Tetrahedron, 1996, 52, 12313.
12. 11. Mukaiyama, T.; Inoue, T. Chem. Lett., 1976, 559.
13. 12. Evans, D.A.; Nelson, J.V.; Vogel, E.; Taber, T.R. J. Am. Chem. Soc., 1981, 103, 3099.
14. 13. Melnyk, O.; Stephan, E.; Pourcelot, G.; Cresson, P. Tetrahedron, 1992, 48, 841.
15. 14. Close, W.J. J. Org. Chem., 1950, 15, 1131.
16. 15. Johnson, C.R.; Marren, T.J. Tetrahedron Lett., 1987, 28, 27.
17. 16. Eriksson, M.; Johansson, A.; Nilsson, M.; Olsson, T. J. Am. Chem. Soc., 1996, 118, 10904.
18. 17. Lipshutz, B.H.; Aue, D.H.; James, B. Tetrahedron Lett., 1996, 37, 8471.
19. 18. Pourcelot, G.; Melnyk, O.; Besace, Y.; Stephan, E.; Cresson, P. J. Organomet. Chem., 1990, 388, C5.
20. 19. Chang, C.; Fang, J.; Liao, L. J. Org. Chem., 1993, 58, 1754.
21. 20. Bongini, A.; Cardillo, G.; Mingardi, A.; Tomasini, C. Tetrahedron: Asymmetry, 1996, 7, 1457.
22. 21. Oppolzer, W.; Mills, R.J.; Rachinger, W.; Stevenson, T. Helv. Chim. Acta, 1986, 69, 1542.
23. 22. Bergdahl, M.; Nilsson, M.; Olsson, T.; Stern, K. Tetrahedron, 1991, 47, 9691.