4.7 Article

Silver Acetate/TF-BiphamPhos-Catalyzed endo-Selective Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides with Vinyl Phenyl Sulfone

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 18, Pages 3101-3106

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900552

Keywords

asymmetric catalysis; azomethine ylides; cycloaddition; diastereoselectivity; enantioselectivity; vinyl phenyl sulfone

Funding

  1. National Natural Science Foundation of China
  2. Wuhan University

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The first catalytic endo-selective 1,3-dipolar cycloaddition of azomethine ylides and vinyl phenyl sulfone has been developed successfully. The highly efficient silver acetate (AgOAc)/TF-BiphamPhos catalytic system exhibited high reactivity, excellent diastereoselectivity (> 98:2), good enantioselectivity (67-92% ee) and broad substrate scope under mild conditions.

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