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pi-Face selectivities in nucleophilic additions to 2-endo aryl-norbornan-7-ones: The role of through-space electrostatic interactions

Mehta, G and Khan, FA and Mohal, N and Namboothiri, INN and Kalyanaraman, P and Chandrasekhar, J (1996) pi-Face selectivities in nucleophilic additions to 2-endo aryl-norbornan-7-ones: The role of through-space electrostatic interactions. In: Journal of The Chemical Society -Perkin Transactions 1 (22). pp. 2665-2667.

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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.

Item Type: Journal Article
Publication: Journal of The Chemical Society -Perkin Transactions 1
Publisher: Royal Society of Chemistry
Additional Information: Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 08 Jan 2010 11:09
Last Modified: 19 Sep 2010 05:26
URI: http://eprints.iisc.ac.in/id/eprint/18964

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