Chemoselective reaction of spiro[oxirane-2,2′-norborn]-1′-yl triflates with nucleophiles: a new case of HSAB-principle dependence

Author:

Garcı́a Martı́nez Antonio,Teso Vilar Enrique,Garcı́a Fraile Amelia,de la Moya Cerero Santiago,Lora Maroto Beatriz,Dı́az Morillo Cristina

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference13 articles.

1. For some reviews, see: (a) Fort, R. C. In Carbonium Ions; Olah, G. A.; Scheleyer, P. v. R., Eds.; Wiley-Interscience: New York, 1972; Vol. IV, p. 1783;

2. (b) Müller, P.; Mareda, J. In Cage Hydrocarbons; Olah, G. A., Ed.; Wiley: New York, 1990; Chapter 6;

3. (c) Müller, P.; Mareda, J.; Milin, D. J. Phys. Org. Chem. 1995, 8, 507.

4. Some selected examples are: (a) Martı́nez, A. G.; Vilar, E. T.; Barcina, J. O.; Alonso, J. M.; Herrero, M. E. R.; Hanack, M.; Subramanian, L. R. Tetrahedron Lett. 1992, 33, 607; (b) Martı́nez, A. G.; Teso, E.; Garcı́a, A.; de la Moya, S.; Dı́az, C.; Maichle, C.; Subramanian, L. R. Tetrahedron: Asymmetry 1994, 5, 949; (c) Garcı́a Martı́nez, A.; Teso Vilar, E.; Garcı́a Fraile, A.; de la Moya Cerero, S.; González-Fleitas de Diego, J. M.; Subramanian, L. R. Tetrahedron: Asymmetry 1994, 5, 1599; (d) Martı́nez, A. G.; Teso, E.; Garcı́a, A.; de la Moya, S.; Martı́nez, P.; Subramanian, L. R. Tetrahedron: Asymmetry 1996, 7, 2177; (e) Garcı́a Martı́nez, A.; Teso Vilar, E.; Garcı́a Fraile, A.; de la Moya Cerero, S. Martı́nez Ruiz, P.; Garcı́a Álvarez, P. P. Tetrahedron: Asymmetry 1997, 8, 849; (f) Lora Maroto, B.; de la Moya Cerero, S.; Garcı́a Martı́nez, A.; Garcı́a Fraile, A.; Teso Vilar, E. Tetrahedron: Asymmetry 2000, 11, 3059; (g) Garcı́a Martı́nez, A.; Teso Vilar, E.; Garcı́a Fraile, A.; de la Moya Cerero, S.; Lora Maroto, B. Tetrahedron: Asymmetry 2000, 11, 4437; (h) Garcı́a Martı́nez, A.; Teso Vilar, E.; Garcı́a Fraile, A.; de la Moya Cerero, S.; Lora Maroto, B. Tetrahedron Lett. 2001, 12, 5017; (i) Garcı́a Martı́nez, A.; Teso Vilar, E.; Garcı́a Fraile, A.; de la Moya Cerero, S.; Lora Maroto, B. Tetrahedron Asymmetry. 2001, 12, 189.

5. An Experimental and Computational Study about the Effect of a Spirocyclopropane Group on the Solvolysis Rates of Bridgehead Triflates

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