Catalysis with inorganic cations. V. Intramolecular Hetero Diels-Alder versus ene reactions: Effect of magnesium perchlorate en chemoselectivity

Tetrahedron

Volumn 52, Issue 36, 1996, Pages 12009-12018

  Desimoni, Giovanni ^a   Faita, Giuseppe ^a   Righetti, PierPaolo ^a   Tacconi, Gianfranco ^a  

^a UNIVERSITY OF PAVIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; PYRAN DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030565462     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00695-3     Document Type: Article

References (11)

1. 1) Part IV: Faita, G.; Righetti, P.P. Tetrahedron 1995, 51, 9091.
2. 2) Desimoni, G.; Faita, G.; Righetti, P.P. Tetrahedron Lett. 1995, 36, 2855.
3. 3) For a recent review on Knoevenagel condensation and the subsequent Domino reaction with intramolecular hetero Diels-Alder and ene processes see: Tietze, L.F. Chem. Rev. 1996, 96, 115.
4. 4) Desimoni, G.; Tacconi, G. Chem. Rev. 1975, 75, 651.
5. 5) Tietze, L.F. J. Heterocycl. Chem. 1990, 27, 47.
6. 6) The X-ray structure of 11b, determined on an optically active sample, is reported in the forthcoming paper.
7. 7) All products described in this paper are racemates.
8. 8) Brugnolotti, M.; Corsico Coda, A.; Desimoni, G.; Faita, G.; Gamba Invernizzi, A.; Righetti, P.P. Tetrahedron 1988, 44, 5229.
9. 9) α and β refers to the configuration of the protons for the enantiomer reported in Schemes 2 and 4.
10. 10) Wahl, A.; Bagard, P. Bull. Soc. Chim. France 1909, 5, 1033.
11. 11) Kohler, E.P.; Erickson, J.L.E. J. Am. Chem. Soc. 1931, 53, 2301.