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Synlett 1996; 1996(11): 1047-1048
DOI: 10.1055/s-1996-5685
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Reaction of Indoles with Electron Deficient Olefins Catalyzed by Yb(OTf)3⋅3H2O

Paul E. Harrington, Michael A. Kerr*
  • *Department of Chemistry, Acadia University, Wolfville, Nova Scotia, B0P 1X0, FAX: 902-542-1454, e-mail: mkerr@ace.acadiau.ca
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Publication History

Publication Date:
31 December 2000 (online)

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Treatment of indoles with a variety of electron deficient olefins under the influence of Yb(OTf)3⋅3H2O leads to alkylation of the indoles at the 3-position in moderate to excellent yields. This mild coupling procedure may offer a convenient entry into the hapalindole class of marine alkaloids.

conjugate addition - ytterbium triflate - indoles - hapalindole alkaloids