Issue 22, 1996

π-Face selectivities in nucleophilic additions to 2-endo-arylnorbornan-7-ones: the role of through-space electrostatic interactions

Abstract

Experimental diastereoselectivities in hydride reduction of 2-endo-arylnorbornan-7-ones and computed transition state energetics reveal that the facial selectivity in these systems is predominantly determined by repulsions between the approaching nucleophile and the electron cloud of the aryl ring.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 2665-2667

π-Face selectivities in nucleophilic additions to 2-endo-arylnorbornan-7-ones: the role of through-space electrostatic interactions

G. Mehta, F. A. Khan, N. Mohal, I. N. N. Namboothiri, P. Kalyanaraman and J. Chandrasekhar, J. Chem. Soc., Perkin Trans. 1, 1996, 2665 DOI: 10.1039/P19960002665

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