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Synfacts 2009(8): 0864-0864  
DOI: 10.1055/s-0029-1217427
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Silver-Catalyzed Cascade Reaction of Terminal Alkynes with Salicylaldehydes

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
M. Yu, R. Skouta, L. Zhou, H.-f. Jiang, X. Yao*, C.-J. Li*
Nanjing University of Aeronautics and Astronautics and South China University of Technology, Guangzhou, P. R. of China, and McGill University, Montreal, Canada
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

The authors have developed a highly efficient alkynylation-cyclization cascade reaction of terminal alkynes with salicylaldehydes by using a Cy3P-silver complex as catalyst in water. It is interesting that the counter anions in the silver complex proved to be the key factor to control the E/Z-stereoselectivity. Furthermore, the crude product of the cascade reaction can be efficiently oxidized to aurones without purification.