4.7 Article

Diastereoselective Diels-Alder Reactions with an Allenyl-Containing Spiro-Amido Chiral Auxiliary

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 3, Pages 988-991

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo902556b

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Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. University of Calgary

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A novel allenyl-containing 1,3-spiro-amido alcohol auxiliary has been prepared and used in a variety of diastereo-selective Diels-Alder reactions providing exclusively endo adducts with diastereomeric ratios ranging from 2:1 to > 99:1.

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