Electrophilic Additions to a 2-Methylenebicyclo[2.1.1 hexane System: Probing \pi-Face Selectivity for Electrostatic and Orbital Effects

Mehta, Goverdhan and Singh, Robindro S and Balanarayan, P and Gadre, Shridhar R (2002) Electrophilic Additions to a 2-Methylenebicyclo[2.1.1 hexane System: Probing \pi-Face Selectivity for Electrostatic and Orbital Effects. In: Organic Letters, 4 (14). pp. 2297-2300.

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Abstract

5-exo-Bicyclo[2.1.1]hexane derivatives with remote electron-withdrawing substituents exhibit very modest face selectivity during electrophilic additions due to interplay of several electronic factors. These experimental results have been probed through ab initio MESP maps, bond density calculations, and energetics involved in pre-reaction complexation.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	Copyright for this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Jan 2005
Last Modified:	19 Jan 2012 06:00
URI:	http://eprints.iisc.ac.in/id/eprint/2674

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