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under neutral conditions. Further studies on the application of this
system are ongoing and will be reported in due course.
Acknowledgments
Financial support from National Natural Science Foundation of
China
(20702006),
the
Shanghai
Rising-Star
program
(07QA14007), and Fudan University is gratefully acknowledged.
6. (a) Grabowsky, S.; Pfeuffer, T.; Checinska, L.; Weber, M.; Morgenroth, W.; Luger,
P.; Schirmeister, T. Eur. J. Org. Chem. 2007, 17, 2759; (b) Cardillo, G.; Fabbroni,
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References and notes
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10. General experimental procedure and spectroscopic data for 3a: A solution of
imine (0.5 mmol) and CH2E2 (0.55 mmol) in anhydrous CH3CN was treated
with PhIO (220 mg, 1 mmol) and KI (17 mg, 0.1 mmol). The resulting mixture
was stirred at 25 °C. After imine disappeared (determined by TLC), the mixture
was concentrated, and directly purified by flash column chromatography (10–
20% ethyl acetate in hexane) to provide the corresponding aziridine. Diethyl 3-
phenyl-1-tosylaziridine-2,2-dicarboxylate 3a: 1H NMR (400 MHz, CDCl3) d 7.96
(d, J = 8.2 Hz, 2H), 7.35 (d, J = 8.2 Hz, 2H), 7.20–7.27 (m, 5H), 4.89 (s, 1H), 4.36–
4.42 (m, 2H), 3.95 (q, J = 7.2 Hz, 2H), 2.44 (s, 3H), 1.37 (t, J = 7.1 Hz, 3H), 0.88 (t,
J = 7.1 Hz, 3H).
5. For selected reviews, see: (a) Hou, X. L.; Wu, J.; Fan, R.; Ding, C. H.; Luo, Z. B.;
Dai, L. X. Synlett 2006, 181; (b) Hu, X. E. Tetrahedron 2004, 60, 2701; (c) Muller,