ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

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.

[img] PDF
Electrophilic.pdf - Published Version
Restricted to Registered users only

Download (103Kb) | Request a copy
[img] PDF
Supplementary_Information.pdf - Supplemental Material
Restricted to Registered users only

Download (113Kb) | Request a copy
[img] PDF
Electrophilic_additions.pdf - Supplemental Material
Restricted to Registered users only

Download (52Kb) | Request a copy
Official URL: http://pubs.acs.org/doi/abs/10.1021/ol026005d

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
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.ernet.in/id/eprint/2674

Actions (login required)

View Item View Item