Face-selectivity in [4+2]-cycloadditions to novel polycyclic benzoquinones. Remarkable stereodirecting effects of a remote cyclopropane ring and an olefinic bond

Author:

Mehta Goverdhan,Le Droumaguet Celine,Islam Kabirul,Anoop Anakuthil,Jemmis Eluvathingal D.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference15 articles.

1. Synthesen in der hydroaromatischen Reihe

2. Cycloaddition Reactions in Organic Synthesis;Carruthers,1990

3. Harvesting Diels and Alder's Garden: Synthetic Investigations of Intramolecular [4 + 2] Cycloadditions

4. The Diels-Alder Reaction in Total Synthesis

5. Selected references: (a) Angell, E. C.; Fringuelli, F.; Pizzo, P.; Tatichhi, A.; Wenkert, E. J. Org. Chem. 1986, 51, 2642; (b) Brown, F. K.; Houk, K. N.; Burnell, D. J.; Valenta, Z. J. Org. Chem.1987, 52, 3050; (c) Kahn, S. D.; Hehre, W. J. J. Am. Chem. Soc.1987, 109, 663; (d) Macaulay, J. B.; Fallis, A. G. J. Am. Chem. Soc.1990, 112, 1136; (e) Fessner, W. D.; Grund, C.; Prinzbach, H. Tetrahedron Lett.1991, 32, 5935; (f) Mehta, G.; Padma, S.; Reddy, H. K.; Nethaji, M. J. Chem. Soc., Perkin Trans. 11994, 2049; (g) Mehta, G.; Uma, R. Tetrahedron Lett.1995, 36, 4873; (h) Wellman, M. A.; Burry, L. C.; Letourneau, J. E.; Bridson, J. N.; Miller, D. O.; Burnell, D. J. J. Org. Chem.1997, 62, 939; (i) Mehta, G.; Uma, R. J. Org. Chem.2000, 65, 1685.

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