Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids.

Direct and Stereospecific Synthesis of N-H and N-Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine-O-Sulfonic Acids.
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DOI:
10.1002/anie.201705530
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发表时间:
2017-08-07
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Kürti L
Kürti L
中科院分区:
其他
文献类型:
--
作者:
Ma Z;Zhou Z;Kürti L

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Herein we report a Rh(II)-catalyzed direct and stereospecific N–H- and N–alkyl aziridination of olefins that uses hydroxylamine-O-sulfonic acids as inexpensive, readily available and nitro group-free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted to the corresponding N–H or N–alkyl aziridines in good to excellent yields. This operationally simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.
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