Organotin(IV) enamines as selective reagents: Coupling with α-halocarbonyls for synthesis of substituted pyrroles

Tetrahedron Letters

Volumn 38, Issue 18, 1997, Pages 3265-3266

  Yasuda, Makoto ^a   Morimoto, Junji ^a   Shibata, Ikuya ^a   Baba, Akio ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030900506     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00598-4     Document Type: Article

References (11)

1. Yasuda, M.; Oh-hata, T.; Shibata, I.; Baba, A.; Matsuda, H. J. Chem. Soc., Perkin Trans, I 1993, 859-865.
2. Pri-Bar, I.; Pearlman, P. S.; Stille, J. K. J. Org. Chem. 1983, 48, 4629-4634.
3. De Jeso, B.; Pommier, J. C. J. Organometal. Chem. 1976, 722, C1-C5.
4. Stetin, C.; De Jeso, B.; Pommier, J. C. J. Org. Chem. 1985, 50, 3863-3866, and references cited in.
5. a) Enders, D.; Maaßen, R.; Ban, S.-H. Liebigs Ann. 1996, 1565-1574, and references cited in.
6. b) Nagafuji, P.; Cushman, M. J Org. Chem. 1996, 61, 4999-5003.
7. c) Yasuda, M.; Katoh, Y.; Shibata, I.; Baba, A.; Matsuda, H.; Sonoda, N. J. Org. Chem. 1994, 59, 4386-4392.
8. Wittig, G.; Röderer, R.; Fischer, S. Tetrahedron Lett. 1973, 3517-3520.
9. 4) and evaporated The crude product was purified by distillation under reduced pressure.
10. 3) signals of pyrrole ring protons: 8: δ 6.78 (d, 1H, J = 2.44 Hz), 6.56 (m, 1H). 9: δ 6.65 (m, lH),6.01(d, 1H, J =1.95 Hz).
11. We have reported spectroscope evidence of the HMPA-coordinated tin enolate (ref 5c).