Issue 40, 2015
From the journal:

Chemical Communications

Unusual product formation in a 1,1-carboboration reaction†

Christina Eller,a   Gerald Kehr,a   Constantin G. Daniliuc‡a  and  Gerhard Erker*a  

* Corresponding authors

a Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany
E-mail: erker@uni-muenster.de
Fax: +49-251-8336503

Abstract

The reaction of the cross-conjugated enediyne Me2C[double bond, length as m-dash]C(C[triple bond, length as m-dash]CSiMe3)2 (1) with B(C6F5)3 gives the unusual borabicyclo[4.3.0]nonadiene product 3. The reaction sequence is initiated by 1,1-carboboration and is suggested to take a short subsequent sequence involving borane induced H migration reactions from the geminal pair of methyl groups.

Graphical abstract: Unusual product formation in a 1,1-carboboration reaction

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Article information

DOI
https://doi.org/10.1039/C5CC00734H
Article type
Communication
Submitted
26 Jan 2015
Accepted
10 Feb 2015
First published
11 Feb 2015

Chem. Commun., 2015,51, 8436-8438

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Unusual product formation in a 1,1-carboboration reaction

C. Eller, G. Kehr, C. G. Daniliuc and G. Erker, Chem. Commun., 2015, 51, 8436 DOI: 10.1039/C5CC00734H

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