一种用于甲亚胺叶立德与烯烃的催化不对称1,3-偶极环加成反应的简便方法。

A convenient procedure for the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides and alkenes.

作者信息

Alemparte Carlos, Blay Gonzalo, Jørgensen Karl Anker

机构信息

Danish National Research Foundation, Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.

出版信息

Org Lett. 2005 Oct 13;7(21):4569-72. doi: 10.1021/ol0514653.

DOI:10.1021/ol0514653

Abstract

[reaction: see text] Silver fluoride and cinchona alkaloids catalyze the diastereo- and enantioselective 1,3-dipolar cycloaddition between azomethine ylides, generated from N-alkylideneglycine esters, and acrylates to give the corresponding endo-adducts. Azomethine ylides derived from aromatic and aliphatic aldehydes react in a highly diastereoselective reaction with good yields and enantioselectivities of the substituted pyrrolidines.

摘要

[反应：见正文] 氟化银和金鸡纳生物碱催化由N-亚烷基甘氨酸酯生成的甲亚胺叶立德与丙烯酸酯之间的非对映和对映选择性1,3-偶极环加成反应，生成相应的内型加合物。由芳香族和脂肪族醛衍生的甲亚胺叶立德在高度非对映选择性反应中发生反应，取代吡咯烷的产率和对映选择性良好。

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