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Synfacts 2009(1): 0058-0058  
DOI: 10.1055/s-0028-1087431
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel-Catalyzed Coupling of Alkynes and Aldehydes

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
Y. Yang, S.-F. Zhu, C.-Y. Zhou, Q.-L. Zhou*
Nankai University, Tianjin, P. R. of China
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

Alkylative coupling of alkynes and aldehydes in the presence of an organoalkane provides access to allylic hydroxy tetrasubstituted olefins. The authors report the first enantioselective version of this reaction with aldehydes, although imines are known (see: S. J. Patel, T. F. Jamison Angew. Chem. Int. Ed. 2003, 42, 1364; S. J. Patel, T. F. Jamison Angew. Chem. Int. Ed. 2004, 43, 3941).