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N-Alkylsulfonylimines as Dipolarophiles in Cycloaddition Reactions

Authors

  • Louise A. Stubbing,

    1. School of Chemical Sciences, The University of Auckland, 23 Symonds St, Auckland Central 1010 (New Zealand), Fax: (+64) 9-373-7422
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  • Dr. G. Paul Savage,

    1. Australian Biotech Growth Partnerships, CSIRO, Clayton VIC 3168 (Australia)
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  • Prof. Margaret A. Brimble

    Corresponding author
    1. School of Chemical Sciences, The University of Auckland, 23 Symonds St, Auckland Central 1010 (New Zealand), Fax: (+64) 9-373-7422
    • School of Chemical Sciences, The University of Auckland, 23 Symonds St, Auckland Central 1010 (New Zealand), Fax: (+64) 9-373-7422

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Abstract

First described in the late 1960s, N-alkylsulfonylimines are heterocumulenes that participate in reactions with a range of 1,3-dipoles to afford interesting 3-, 4-, 5-, and 6-membered heterocycles. The distribution of adducts obtained suggests that multistage, stepwise mechanistic pathways rather than a concerted process are in operation.

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