4.8 Article

Highly Diastereoselective DABCO-Catalyzed [3+3]-Cycloaddition of 1,4-Dithiane-2,5-diol with Azomethine Imines

Journal

ORGANIC LETTERS
Volume 15, Issue 21, Pages 5554-5557

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402724h

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Funding

  1. 973 Program [2011CB808600]
  2. NSFC [20972117, 21172176]
  3. Fundamental Research Funds for the Central Universities
  4. [NCET-10-0649]
  5. [IRT1030]

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An effective diastereoselective [3 + 3] cycloaddition of 1,4-dithiane-2,5-diol with azomethine imines catalyzed by DABCO is described. A variety of highly functionalized six-membered dinitrogen-fused heterocycles can be obtained in good yield with excellent diastereoselectivity, which was controlled by anomeric effect.

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