Direct N-H/N-Me Aziridination of Unactivated Olefins Using O-(Sulfonyl)hydroxylamines as Aminating Agents

被引:24
|
作者
Sabir, Shekh [1 ]
Pandey, Chandra Bhan [2 ]
Yadav, Ajay K. [1 ]
Tiwari, Bhoopendra [2 ]
Jat, Jawahar L. [1 ]
机构
[1] Baba Saheb Bhim Rao Ambedkar Univ, Dept Chem, Lucknow 226025, Uttar Pradesh, India
[2] Ctr Biomed Res, Div Mol Synth & Drug Discovery, SGPGIMS Campus,Raebareli Rd, Lucknow 226014, Uttar Pradesh, India
关键词
STEREOSPECIFIC SYNTHESIS; H-AZIRIDINES; STEREOSELECTIVE-SYNTHESIS; NONACTIVATED AZIRIDINES; UNPROTECTED AZIRIDINES; SUBSTITUTED AZIRIDINES; REACTIVITY; FUNCTIONALIZATION; HETEROCYCLES; CHEMISTRY;
D O I
10.1021/acs.joc.8b01673
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unactivated aziridines are the core substructures in a plethora of bioactive natural products and serve as building blocks in organic synthesis. Despite this, very limited methods are available to access them directly from olefins, as most of the known methods are devoted to their activated counterparts. Herein, we have developed a highly efficient Rh(II)-catalyzed method for the direct preparation of unactivated aziridines from olefins using O-(sulfonyl)hydroxylamines as the aminating agent. The reactions proceed with a high stereospecificity.
引用
收藏
页码:12255 / 12260
页数:6
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