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Synlett 2001; 2001(11): 1799-1801
DOI: 10.1055/s-2001-18099
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A Novel Sc(OTf)3-Catalyzed Prop-2-ynylation and Penta-2,4-diynylation of Soft Nucleophiles

Mitsuhiro Yoshimatsu* , Masako Kuribayashi, Tomoko Koike
  • *Department of Chemistry, Faculty of Education, Gifu University, Yanagido, Gifu 501-1193, Japan; Fax + 81(58)2 93 22 07; E-mail: yoshimae@cc.gifu-u.ac.jp
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Publication Date:
29 October 2001 (online)

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The prop-2-ynylation and penta-2,4-diynylation of soft nucleophiles catalyzed by Sc(OTf)3 from prop-2-ynal diethyl acetals 1 a-e, and penta-2,4-diynal diethyl acetals 1 g-i gave the alkylated and arylated products 2 a-i, 3 g, 4 g, h, 6 a-c in good to high yields.

scandium triflate - C-C bond formation - prop-2-ynyl cation - propargyl cation