Highly cis-selective synthesis of iodo-aziridines using diiodomethyllithium and in situ generated N-Boc-imines

被引:24
作者
Bull, James A. [1 ]
Boultwood, Tom [1 ]
Taylor, Thomas A. [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
TERMINAL AZIRIDINES; ASYMMETRIC AZIRIDINATION; SUBSTITUTED AZIRIDINES; ADDITION-REACTIONS; AMINO-ALCOHOLS; LITHIATION; CYCLIZATION; REACTIVITY; NITROGEN; EPOXIDES;
D O I
10.1039/c2cc37029h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first preparation of iodoaziridines is described. The addition of diiodomethyllithium to N-Boc-imines affords these novel aziridines in high yields. The reaction proceeds in one-pot via a highly diastereoselective cyclisation of an amino gem-diiodide intermediate.
引用
收藏
页码:12246 / 12248
页数:3
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