4.8 Article

The Formal [4+3] Cycloaddition between Donor-Acceptor Cyclobutanes and Nitrones

Journal

ORGANIC LETTERS
Volume 13, Issue 6, Pages 1528-1531

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200220d

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Funding

  1. University of Western Ontario
  2. National Sciences and Engineering Research Council of Canada (NSERC)

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The formal [4+3] cycloaddition of 2-alkoxy-1,1-dicarboxylate activated donor -acceptor cyclobutanes with nitrones Is disclosed. The reaction forms structurally unique oxazepines in moderate to high yield with a wide scope of nitrones. In most cases either a diastereomeric mixture or a single diastereomer may be formed, depending on the reaction conditions.

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