Importance of orbital and electrostatic interactions in determining π-facial selectivities in nucleophilic additions to endo-substituted bicyclo[2.2.2]octan-2-ones

Mehta, Goverdhan ; Khan, Faiz Ahmed ; Ganguly, Bishwajit ; Chandrasekhar, Jayaraman (1992) Importance of orbital and electrostatic interactions in determining π-facial selectivities in nucleophilic additions to endo-substituted bicyclo[2.2.2]octan-2-ones Journal of the Chemical Society, Chemical Communications . pp. 1711-1712. ISSN 0022-4936

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Official URL: http://www.rsc.org/publishing/journals/article.asp...

Related URL: http://dx.doi.org/10.1039/C39920001711

Abstract

The diastereoselectivities in nucleophilic additions to bicyclo[2.2.2]octan-2-ones can be modulated by distal endo-substituents; both orbital and electrostatic interactions contribute to the observed stereoselectivity.

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