4.7 Article

Ligand-Accelerated Asymmetric [1,2]-Stevens Rearrangment of Sulfur Ylides via Decomposition of Diazomalonates Catalyzed by Chiral Bisoxazoline/Copper Complex

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 3, Pages 308-312

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800536

Keywords

asymmetric catalysis; bisoxazolines; Stevens rearrangement; ylides

Funding

  1. National Natural Science Foundation of China
  2. Major State Basic Research Development Program [2006CB806105]
  3. Chinese Academy of Sciences
  4. Science and Technology Commission of Shanghai Municipality

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The first example of catalytic asymmetric [1,2]-Stevens rearrangement reaction of 1,3-oxathiolanes with diazomalonates has been developed and up to 90% ee is achieved by the bisoxazoline 4e/copper(II) triflate [Cu(OTf)(2)] complex.

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