期刊
ORGANIC LETTERS
卷 18, 期 19, 页码 4940-4943出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02417
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资金
- Department of Science and Technology, New Delhi [EMR/2015/002332]
- IIT Ropar
- UGC, New Delhi
- DST, New Delhi
A distinctive N-substituent controlled electrophilic N-transfer of oxaziridines with donor-acceptor cyclopropanes in the presence of MgI2 is reported. Contrary to earlier reports, the oxaziridine having bulkier N-substituents can also give N-transferred product instead of the O-transferred one. Interestingly, the oxaziridines having alpha-H containing N-substituents lead to the pyrrolidine derivatives through [3 + 2] cycloaddition. A mechanistic reasoning for this divergent reactivity 18 depicted by density functional theory calculations and validated through energy decomposition analysis.
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