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. Author manuscript; available in PMC: 2010 Aug 3.
Published in final edited form as: Chemistry. 2009 Jul 13;15(28):6910–6919. doi: 10.1002/chem.200900794

Table 3.

Oxidative ring-opening of aziridine 12.

Entry Conditions Results
1 IBX, β-cyclodextrin, aqueous acetone, rt recovered 12 only
2 IBX, β-cyclodextrin, aqueous dioxane, 50–60 °C decomposition of 12
3 DMSO, 80 °C 5 (42% yield[a])
4 DMSO, molecular sieves, 80 °C decomposition of 12
5 DMSO, microwave, 150 °C decomposition of 12
6 DMSO, In(OTf)3 (0.7 equiv), 80 °C 5 (91% yield[a])
[a]

Isolated yield.