Reactions of nitroso hetero-diels-alder cycloadducts with azides: Stereoselective formation of triazolines and aziridines

被引:38
作者
Bodnar, Brian S.
Miller, Marvin J.
机构
[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA
[2] Hans Knoell Inst, Leibniz Inst Nat Prod Res & Infect Biol, D-07745 Jena, Germany
关键词
D O I
10.1021/jo0701987
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The addition of azides to acylnitroso hetero-Diels-Alder cycloadducts derived from cyclopentadiene affords exo-triazolines in excellent yield. The reaction is greatly affected by the level of alkene strain, while sterically demanding azides do not hinder the reaction. Conversion of the triazolines to aziridines is also described.
引用
收藏
页码:3929 / 3932
页数:4
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