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Synfacts 2007(11): 1195-1195  
DOI: 10.1055/s-2007-991229
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

First Catalytic Synthetic Application of Indium(I): Allylboration of Ketones

Contributor(s): Paul Knochel, Tobias Thaler
U. Schneider, S. Kobayashi*
The University of Tokyo, Japan
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

InI is used as activator of the pinaco­lyl allylborates promoting their addition to ketones. Thus, this reaction represents the first example of a catalytic activation of a group 13 element (boron) with another group 13 element in its low oxidation state (indium). This method is highly general and tolerates sensitive functionalities including nitro groups. The allylboration of ketones is also the first synthetic application of an In(I) catalyst.