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Synfacts 2009(2): 0218-0218  
DOI: 10.1055/s-0028-1087596
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

NHC-Catalyzed [4+2] Cycloaddition of Ketenes with N-Benzoyldiazenes

Contributor(s): Benjamin List, Kristina Zumbansen
X.-L. Huang, L. He, P.-L. Shao, S. Ye*
institute of chemistry, Chinese Academy of Sciences, Beijing, P. R. of China
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Publication History

Publication Date:
22 January 2009 (online)

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Significance

Ye and co-workers report an enantioselective [4+2] cycloaddition of arylketenes with N-aryl-N -benzoyldiazenes or N,N-dibenzoyldi­azenes catalyzed by N-heterocyclic carbenes. The enantioselectivity of the 1,3,4-oxadiazin-6-one 1 could be switched for most reactions by adjusting the substituents on the catalyst.