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On examination of the ORTEP of 23 (Figure 1), it is tempting to speculate that the 2-sulfonyloxaziridine reagent is delivered to the si face of an E-enolate by coordination to a potassium counterion which is internally chelated to the nitrogen ring atom
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On examination of the ORTEP of 23 (Figure 1), it is tempting to speculate that the 2-sulfonyloxaziridine reagent is delivered to the si face of an E-enolate by coordination to a potassium counterion which is internally chelated to the nitrogen ring atom. Assuming the nitrogen lone pair is oriented in the enolate as in the crystal of 23, the potassium ion would be in closer proximity to the si face.
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