Computational Studies on the BF3-Catalyzed Cycloaddition of Furan with Methyl Vinyl Ketone:  A New Look at Lewis Acid Catalysis

Author:

Avalos Martín1,Babiano Reyes1,Bravo José L.1,Cintas Pedro1,Jiménez José L.1,Palacios Juan C.1,Silva María A.1

Affiliation:

1. Contribution from the Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Extremadura, E−06071 Badajoz, Spain, and Departamento de Química Orgánica, Facultad de Veterinaria, Universidad de Extremadura, E−10071 Cáceres, Spain

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference16 articles.

1. Carruthers, W.Cycloaddition Reactions in Organic Synthesis; Pergamon Press:  Oxford, 1990; pp 50−53. (b) Oppolzer, W. InComprehensive Organic Synthesis; Fleming, I., Trost, B. M., Eds.; Pergamon Press:  Oxford, 1991; Vol. 5, pp 315−399. (c) Roush, W. R. InComprehensiveOrganic Synthesis; Fleming, I., Trost, B. M., Eds.; Pergamon Press:  Oxford, 1991; Vol. 5, pp 513−550. (d) Santelli, M.; Pons, J.M.Lewis Acids andSelectivity in Organic Synthesis; CRC Press:  Boca Raton, 1996.

2. Fleming, I.Frontier Orbitals and Organic Chemical Reactions; Wiley:  Chichester, 1976; pp 161−165.

3. Transition structures of the Lewis acid-catalyzed Diels-Alder reaction of butadiene with acrolein. The origins of selectivity

4. An axiomatic model of the intramolecular Diels-Alder furan reaction

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