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Vol. 23 No. 4 (2011): Vol 23 Issue 4

Sc(OTf)3-Catalyzed Tandem [3+2] Cycloaddition/Nucleophilic Ring-Opening Reaction of Cyclopropane 1,1-Diesters with Azomethine Ylides

J. Fang
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.R. China
B. Hu
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.R. China
J. Ren
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.R. China
Z.-W. Wang
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.R. China

Corresponding Author(s) : Z.-W. Wang

wzwrj@nankai.edu.cn

Asian Journal of Chemistry, Vol. 23 No. 4 (2011): Vol 23 Issue 4

Abstract

A new Sc(OTf)3-catalyzed tandem reaction combined with a dimerized self-[3+2] cycloaddition of azomethine ylide and a nucleophilic ring-opening of cyclopropane 1,1-diester has been developed. A series of polyfunctionalized imidazolidine derivatives were synthesized by this reaction (Yield 44-77 %). In some cases, this tandem reaction was also accompanied by a cross- [3+2] cycloaddition of cyclopropane 1,1-diester with imine.

Keywords

Lewis acid Imidazolidine Cyclopropane 1,1-diesters Tandem
Fang, J., Hu, B., Ren, J., & Wang, Z.-W. (2010). Sc(OTf)3-Catalyzed Tandem [3+2] Cycloaddition/Nucleophilic Ring-Opening Reaction of Cyclopropane 1,1-Diesters with Azomethine Ylides. Asian Journal of Chemistry, 23(4), 1479–1487. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/10214
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