C–C bond migration in the cycloisomerization of 1,6-enynes‡
Literature Information
Publication Date
2016-06-30
DOI
10.1039/C6QO00224B
Impact Factor
5.281
Authors
Susan M. Stevenson, Eric T. Newcomb, Eric M. Ferreira
View Original
Abstract
A full account of our investigation of C–C bond migration in the cycloisomerization of oxygen-tethered 1,6-enynes is described. Under Pt(II) and/or Ir(I) catalysis, cyclic and acylic alkyl groups were found to undergo 1,2-shifts into metal carbenoid intermediates. Interestingly, this process does not appear to be driven by the release of ring strain, and thus provides access to large carbocyclic frameworks. The beneficial effect of CO on the Pt(II) and Ir(I) catalytic systems is also evaluated.
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Organic Chemistry Frontiers
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