Synthesis and Diels-Alder reactions of N-(tert-butoxycarbonyl)-3-p-tolylsulfinyl-1-benzoquinone-4-imine

Tetrahedron Letters

Volumn 37, Issue 18, 1996, Pages 3187-3190

  Bartolomé, José M ^a   Carreño, M Carmen ^a   Urbano, Antonio ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE DERIVATIVE; IMINE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029978190     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00491-1     Document Type: Article

References (20)

1. For recent reviews on the use of sulfoxides in asymmetric synthesis see: a) Carreño, M.C. Chem. Rev. 1995, 95, 1717.
2. b) Solladié, G.; Carreño, M.C. In Organosulphur Chemistry. Synthetic Aspects; Page, P., Ed.; Academic Press: London, 1995; pp. 1-47.
3. a) Alonso, I.; Carretero, J. C.; García Ruano, J. L. J. Org. Chem. 1994, 59, 1499 and references cited therein.
4. b) Arai, Y.; Hayashi, K.; Koizumi, T. Synthesis 1990, 320 and references cited therein.
5. Arai, Y.; Matsui, M.; Koizumi, T.; Shiro, M. J. Org. Chem. 1991, 56, 1983.
6. a) Carreño, M.C.; García Ruano, J.L.; Toledo, M.A.; Urbano, A.; Remor, C.Z.; Stefani, V.; Fischer, J. J. Org. Chem. 1996, 61, 503 and references cited therein.
7. Carreño, M.C.; García Ruano, J.L.; Urbano, A. J. Org. Chem. 1992, 57, 6870.
8. Carreño, M.C.; García Ruano, J.L.; Urbano, A. Tetrahedron Lett. 1994, 35, 3789.
9. Rutolo, D.; Stewart, L.; Sheldon, R.; Moore, H. J. Org. Chem. 1978, 43, 2304.
10. a) Carreño, M.C.; García Ruano, J.L.; Mata, J.M.; Urbano, A. Tetrahedron: Symposia in Print 1991,47, 605.
11. b) Carreño, M.C.; García Ruano, J.L.; Urbano, A. Synthesis 1992, 651.
12. Reed J. N.; Rotchford, J.; Strickland, D. Tetrahedron Lett. 1988, 29, 5725.
13. Maggi, R.; Schlosser, M. Personal Communication.
14. a) Muchowski, J.M.; Venuti, M.C. J. Org. Chem. 1980, 45, 4798.
15. b) Fuhrer, W.; Gschwend, H. W. J. Org. Chem. 1979, 44, 1133.
16. Solladié G.; Hutt, J.; Girardin, A. Synthesis 1987, 173.
17. 8b), 1.60 (s, 9H, t-Bu), 1.24 (d, 3H, CH3).
18. 4c
19. Pindur, U.; Gundula, L.; Otto, C. Chem. Rev. 1993, 93, 741 and references cited therein.
20. Adams, R.; Rufschneider, W. Bull Soc. Chim. Fr. 1958, 25.