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Synfacts 2008(9): 0970-0970  
DOI: 10.1055/s-2008-1078620
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Pt-Catalyzed Addition of Arylboronic Acids to Aldehydes and Enals

Contributor(s): Paul Knochel, Andrey Gavryushin
Y.-X. Liao, C.-H. Xing, P. He, Q.-S. Hu*
City University of New York, Staten Island, USA
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Publication History

Publication Date:
22 August 2008 (online)

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Significance

The 1,2-addition reaction of arylboronic acids and carbonyl compounds is a useful tool for alcohol synthesis, where arylboronic species serve as storable analogues of highly reactive Mg- or Li-organometallic compounds. The presented method has advantages of very low catalyst loading (up to 0.01 mol%) as well as relatively broad substrate scope. The reactions with enones give bis-arylated adducts: 1,3-diaryl-1-propanols.