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Effect of AgOTf:phen Stoichiometry on the Aziridination/Insertion Ratio
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| entrya | equiv AgOTf/phen |
4b:5b (
 ) |
4b (5b)b |
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| 1 | 0.2/0.1 | 5:1 | 60% (12%) | |
| 2 | 0.2/0.2 | 5.8:1 | 75% (13%) | |
| 3 | 0.2/0.25 | 6.2:1 | 80% (13%) | |
| 4 | 0.2/0.3 | 5.8:1 | 70% (12%) | |
| 5 | 0.2/0.4 | 1:4 | 18% (72%) | |
| 6 | 0.2/0.6 | 1:38 | 2% (76%) | |
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Reactions were carried out at 0.125 M 3b in CH2Cl2, 2 equiv PhIO, AgOTf/phen, rt.
NMR yields with mesitylene as the internal standard.
