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反式亚胺基亚硝基Diels-Alder反应:亚硝基环加成产物的相互转化

Retro iminonitroso Diels-Alder reactions: interconversion of nitroso cycloadducts.

作者信息

Yang Baiyuan, Lin Weimin, Krchnak Viktor, Miller Marvin J

机构信息

Department of Chemistry and Biochemistry, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, IN 46556 United States.

出版信息

Tetrahedron Lett. 2009 Oct 1;50(43):5879-5883. doi: 10.1016/j.tetlet.2009.07.121.

Abstract

Retro iminonitroso Diels-Alder reactions were investigated in both solution and solid phase. In thermal or Cu(I)-mediated reactions, interconversion of various nitroso cycloadducts occurred in the presence of separate dienes. Up to 99% of conversion was observed. Use of chiral ligands in the Cu(I)-medicated reactions gave new cycloadducts enantioselectively.

摘要

对逆亚胺基亚硝基狄尔斯-阿尔德反应在溶液和固相中都进行了研究。在热反应或铜(I)介导的反应中,各种亚硝基环加合物在单独的二烯存在下会发生相互转化。观察到转化率高达99%。在铜(I)介导的反应中使用手性配体会对映选择性地生成新的环加合物。

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