Issue 3, 2011
From the journal:

Chemical Science

Highly selective additions of hydride and organolithium nucleophiles to helical carbenium ions†

Joyram Guin,a   Céline Besnard,b   Philip Pattisoncd  and  Jérôme Lacour*a  

* Corresponding authors

a Department of Organic Chemistry, Quai Ernest Ansermet 30, Geneva 4, Switzerland
E-mail: jerome.lacour@unige.ch
Fax: +41 22 379 3215

b Laboratoire de Cristallographie, University of Geneva, Quai Ernest Ansermet 24, Geneva 4, Switzerland

c Laboratoire de Cristallographie, EPFL, Lausanne, Switzerland

d Swiss-Norwegian Beamline, ESRF, Grenoble Cedex, France

Abstract

Unsymmetrical cationic [4]helicenes react with hydride or organolithium reagents and the two diastereotopic faces can be discriminated with high efficiency (dr up to and higher than 49 : 1)

Graphical abstract: Highly selective additions of hydride and organolithium nucleophiles to helical carbenium ions

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Article information

DOI
https://doi.org/10.1039/C0SC00525H
Article type
Edge Article
Submitted
17 Oct 2010
Accepted
12 Nov 2010
First published
03 Dec 2010

Chem. Sci., 2011,2, 425-428

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Highly selective additions of hydride and organolithium nucleophiles to helical carbenium ions

J. Guin, C. Besnard, P. Pattison and J. Lacour, Chem. Sci., 2011, 2, 425 DOI: 10.1039/C0SC00525H

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