Issue 73, 2014
From the journal:

Chemical Communications

Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor†

Juan M. Sarria Toro,‡a   Tim den Hartog‡a  and  Peter Chen*a  

* Corresponding authors

a Laboratorium für Organische Chemie, Eidgenössische Technische Hochschule (ETH) Zürich, Vladimir-Prelog-Weg 2, 8093 Zürich (CH), Switzerland
E-mail: peter.chen@org.chem.ethz.ch
Fax: +41-44-632-1280

Abstract

Lithiomethyl trimethylammonium triflate, prepared from tetramethylammonium triflate, cyclopropanates several styrenes and stilbenes with electron-donating and selected electron-withdrawing substituents efficiently. Kinetic data support a stepwise nucleophilic addition-ring closure mechanism for this methylenation.

Graphical abstract: Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor

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Article information

DOI
https://doi.org/10.1039/C4CC04929B
Article type
Communication
Submitted
27 Jun 2014
Accepted
23 Jul 2014
First published
24 Jul 2014

Chem. Commun., 2014,50, 10608-10610

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Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor

J. M. Sarria Toro, T. den Hartog and P. Chen, Chem. Commun., 2014, 50, 10608 DOI: 10.1039/C4CC04929B

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