The First Example of Catalytic Aziridination Mediated by Arsonium Ylides: Preparation of trans-Pentafluorophenyl-Containing Aziridines

Shifa Zhu; Yuanxi Liao; Shizheng Zhu

doi:10.1055/s-2005-868498

LETTER

The First Example of Catalytic Aziridination Mediated by Arsonium Ylides: Preparation of trans-Pentafluorophenyl-Containing Aziridines

Shifa Zhu^a, Yuanxi Liao^a, Shizheng Zhu*^a,b
^a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 20032, P. R. China
^b College of Chemical Environmental, South China Normal University, Guangzhou, 510631, P. R. China
Fax: +86(21)64166128; e-Mail: zhusz@mail.sioc.ac.cn;

Abstract

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Abstract

Triphenylarsine catalyzes the formation of aziridines from tosyl imines and aromatic diazo compounds in a one-pot reaction. It is the first example of catalytic aziridination mediated by arsonium ylides. It gave aziridines in excellent diastereoselectivity with pentafluorophenyl diazomethane as the substrate. This catalytic reaction is complementary with the reaction mediated by sulfur ylides.

Key words

diazocompound - ylide - fluorine - aziridine - catalyze

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References

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