Eschenmoser coupling reaction of selenoamides. Synthesis of enamino ester

Arkivoc

Volumn 2008, Issue 13, 2008, Pages 129-136

  Hussaini, Syed R ^a   Hammond, Gerald B ^a  

^a UNIVERSITY OF LOUISVILLE   (United States)

Author keywords

Enaminoesters; Eschenmoser coupling reaction (sulfide contraction); Selenoamides; Vinylogous amides; Vinylogous urethanes; Woollins reagent

Indexed keywords

EID: 47349105234     PISSN: 1551-7012     EISSN: 15517012     Source Type: Journal    
DOI: 10.3998/ark.5550190.0009.d15     Document Type: Article

References (23)

1. Shiosaki, K. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds; Pergamon: Oxford, 1991; Vol. 2, p. 865.
2. Munchhof, M. J.; Meyers, A. I. J. Am. Chem. Soc. 1995, 117, 5399.
3. Campbell, J. A.; Rapoport, H. J. Org. Chem. 1996, 61, 6313.
4. Pinchon, M.; Figadere, B. Tetrahedron Asymmetry 1996, 7, 927.
5. Hussaini, S. R.; Moloney, M. G. Org. Biomol. Chem. 2006, 4, 2600.
6. Michael, J. P.; Koning, C. B.; Malefetse, T. J.; Yillah, I. Org. Biomol. Chem. 2004, 2, 3510.
7. Gaunt, M. J.; Johansson, C. C. C.; McNally, A.; Vo, N. T. Drug Discovery Today 2007, 12, 8.
8. Mitsumori, S.; Zhang, H.; Cheong, P. H.-Y.; Houk, K. N.; Tanaka, F.; Carlos F. Barbas, I. J. Am. Chem. Soc. 2006, 128, 1040.
9. Marchand, P.; Fargeau-Bellassoued, M.-C.; Bellec, C.; Lhommet, G. Synthesis 1994, 1118.
10. Gugelchuk, M. M.; Hart, D. J.; Tsai, Y.-M. J. Org. Chem. 1981, 46, 3671.
11. Petersen, J. S.; Fels, G.; Rapoport, H. J. Am. Chem. Soc. 1984, 106, 4539.
12. Bachi, M. D.; Breiman, R.; Meshulam, H. J. Org. Chem. 1983, 48, 1439.
13. Roth, M.; Dubs, P.; Gotschi, E.; Eschenmoser, A. Helv. Chim. Acta 1971, 54, 710.
14. Hussaini, S. R. D.Phil. Thesis, University of Oxford, Oxford, 2004.
15. Russowsky, D.; Neto, B. A. d. S. Tetrahedron Lett. 2004, 45, 1437.
16. Ende, D. V.; Krief, A. Tetrahedron Lett. 1975, 31, 2709.
17. (a) Gray, I. P.; Bhattacharyya, P.; Slawin, A. M. Z.; Woollins, J. D. Chem. Eur. J. 2005, 11, 6221.
18. (b) Bethke, J.; Karaghiosoff, K.; Wessjohann, L. A. Tetrahedron Lett. 2003, 44, 6911.
19. Ireland, R. E.; Jr.; Brown, F. R. J. Org. Chem. 1980, 45, 1868.
20. Jensen, A. E.; Knochel, P. J. Org. Chem. 2002, 67, 79.
21. Singh, H.; Batra, M. S.; Singh, P. Indian J. Chem., Sect B 1984, 23B, 1176.
22. Dannhardt, G.; Bauer, A. Pharmazie 1996, 51, 805.
23. Deskus, J.; Fan, D.; Smith, M. B. Synth. Comm. 1998, 28, 1649.