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Synfacts 2010(5): 0578-0578  
DOI: 10.1055/s-0029-1219663
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Intermolecular Addition of Formamides to Alkynes

Contributor(s): Paul Knochel, Andrei Gavryushin
T. Fujihara, Y. Katafuchi, T. Iwai, J. Terao, Y. Tsuji*
Kyoto University, Japan
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Publikationsdatum:
22. April 2010 (online)

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Significance

Formamides can be successfully added to alkynes to give (E)-α,β-unsaturated amides with high regio- and stereoselectivity. For the first time, an addition to terminal alkynes could also be performed. This is a simple and useful method for the preparation of polysubstituted acrylic derivatives with good stereo- and regiocontrol.