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. Author manuscript; available in PMC: 2011 Nov 10.
Published in final edited form as: J Am Chem Soc. 2010 Nov 10;132(44):15800–15807. doi: 10.1021/ja1071509

Table 2.

Reaction scope of pyrroles with vinyl aziridinesa

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3a
99% yield, 89% ee
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3b
77% yield, 89% ee
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3c
76% yield, 96% ee
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3d
86% yield, 94% ee
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3e
86% yield, 94% ee
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3f
92% yield, 93% ee
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3g
95% yield, 93% ee
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3h
85% yield, 90% eeb
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3i, R = Et: NR
3j, R = H: NR
a

All reactions were performed with 1.0 equiv of pyrrole nucleophile and 1.1 equiv of 1 at ambient temperature. Isolated yield. % ee was determined by chiral HPLC.

b

1.1 equiv of Cs2CO3 was added.