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Synlett 2014; 25(11): 1521-1524
DOI: 10.1055/s-0033-1341072
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© Georg Thieme Verlag Stuttgart · New York

Reversible Frustrated Lewis Pair Addition of N-Heterocycles to Unsaturated C–C Bonds

Peter K. Dornan
Department of Chemistry, University of Toronto, Toronto, ON, M5S 3H6, Canada   Email: dstephan@chem.utoronto.ca
,
Lauren E. Longobardi
Department of Chemistry, University of Toronto, Toronto, ON, M5S 3H6, Canada   Email: dstephan@chem.utoronto.ca
,
Douglas W. Stephan*
Department of Chemistry, University of Toronto, Toronto, ON, M5S 3H6, Canada   Email: dstephan@chem.utoronto.ca
› Author Affiliations
Further Information

Publication History

Received: 03 February 2014

Accepted: 05 March 2014

Publication Date:
07 April 2014 (online)

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Abstract

N-Heterocycle-tethered olefins and alkynes are cyclized by addition of the N-heterocycle and B(C6F5)3 across the unsaturation. This activation is demonstrated to be reversible at high temperatures.

Key words

frustrated Lewis pairs - olefin activation - borane - N-heterocycles

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    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
  • Supporting Information
 

  • References and Notes

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