Highly selective aziridination of imines using trimethylsilyldiazomethane and applications of C-silylaziridines in synthesis

被引:62
作者
Aggarwal, VK [1 ]
Ferrara, M [1 ]
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
关键词
D O I
10.1021/ol006772h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Trimethylsilyldiazomethane has been found to add directly to N-sulfonyl (Ts and SES) imines to afford aziridines in good yields and high cis stereoselectivities. The silyl group can be substituted by treatment with a fluoride source and electrophiles again with high selectivity. Complete regioselectivity is observed in ring opening of these aziridines with nucleophiles.
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页码:4107 / 4110
页数:4
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