Issue 39, 2012
From the journal:

Organic & Biomolecular Chemistry

Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes†

Jeffrey D. St. Denis,a   Zhi Hea  and  Andrei K. Yudin*a  

* Corresponding authors

a Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5H 3H5, Canada
E-mail: ayudin@chem.utoronto.ca
Fax: (+1)416-946-7676

Abstract

Herein we report the development of an α-allylation reaction of α-boryl aldehydes that preserves the carbon–boron bond under Pd0/PdII catalysis. A variety of α-boryl aldehydes and allylic alcohols participate in this chemoselective transformation. The α-allylated products were obtained as single regioisomers.

Graphical abstract: Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes

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Article information

DOI
https://doi.org/10.1039/C2OB26503F
Article type
Paper
Submitted
19 Jul 2012
Accepted
02 Aug 2012
First published
03 Aug 2012

Org. Biomol. Chem., 2012,10, 7900-7902

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Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes

J. D. St. Denis, Z. He and A. K. Yudin, Org. Biomol. Chem., 2012, 10, 7900 DOI: 10.1039/C2OB26503F

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