4.7 Article

Diastereoselective Synthesis of Indanes via a Domino Stetter-Michael Reaction

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 19, Pages 7536-7539

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo901468h

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Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. Canada Foundation for Innovation
  3. University of Saskatchewan

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N-Heterocyclic carbenes were found to catalyze a domino Stetter-Michael reaction for the synthesis of indanes. The products were obtained in good yield and diastereomeric ratio, allowing access to highly functionalized indanes under mild conditions. In addition, the functional groups present on the indanes could be used for the synthesis of polycyclic pyrroles.

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