First entry to [4+2] cycloadditions involving 5-amino-2-furanmethanols

Heterocycles

Volumn 78, Issue 3, 2009, Pages 679-690

  Medimagh, Raouf ^a   Marque, Sylvain ^a   Prim, Damien ^a   Chatti, Saber ^b  

^a UNIVERSITÉ DE VERSAILLES SAINT QUENTIN EN YVELINES   (France)

^b Institut National de Recherche et d'Analyse Physico Chimique Tunis   (Tunisia)

Author keywords

Amino Alcohol; Aminofuran; Aminophenol; Diels Alder Reaction; Lactone

Indexed keywords

EID: 65249133398     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-08-11556     Document Type: Article

References (16)

1. Kappe O.C., Murphree S.S., and Padwa A. Tetrahedron 53 (1997) 14179
2. For recent elegant examples see:. Goh Y.W., Pool B.R., and White J.M. J. Org. Chem. 73 (2008) 151
3. Ram R.N., and Kumar N. Tetrahedron Lett. 49 (2008) 799
4. Padwa A., Crawford K.R., Rashatasakhon P., and Rose M. J. Org. Chem. 68 (2003) 2609
5. Padwa A., Brodney M.A., Satake K., and Straub C.S. J. Org. Chem. 64 (1999) 4617
6. Padwa A., Dimitroff M., and Waterson A.G. J. Org. Chem. 62 (1997) 4088
7. Cochran J.E., and Sterner O. Tetrahedron Lett. 37 (1996) 2903
8. Chatani N., and Hanafusa T. J. Org. Chem. 52 (1987) 4408
9. Semmelhack M.F., and Park J. Organometallics 5 (1986) 2550
10. Boyd G.V., and Heatherington K. J. Chem. Soc., Perkin Trans. 1 (1973) 2523
11. Migianu E., Prim D., and Kirsch G. Synlett (2000) 459
12. Prim D., and Kirsch G. Tetrahedron 55 (1999) 6511
13. Prim D., Kirsch G., and Nicoud J.-F. Synlett (1998) 383
14. Medimagh R., Marque S., Prim D., Chatti S., and Zarrouk H. J. Org. Chem. 73 (2008) 2191
15. Farkas M.E., Rodriguez E., Longo C., Monasterios M., Ortega M.C., Rivas A.B., Pardey A.J., Lopez R., and Moya S.A. J. Chil. Chem. Soc. 51 (2006) 829
16. For recent example of rearrangments with loss of methylene group see:. Carter S.D., Thetford D., Sammes P.G., and Voyk M. J. Chem. Soc., Perkin Trans. 1 (1990) 1231