Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan.
J Org Chem. 2008 Dec 5;73(23):9518-21. doi: 10.1021/jo8021956.
Highly efficient sequential addition reactions of organolithium and -magnesium reagents to N-thioformyl 2-methoxymethylpyrrolidine have been described. Various combinations of these reagents gives successful results. A highly efficient and diastereoselective addition reaction is also described. Use of the opposite combinations of substituents on organolithium and -magnesium reagents leads to the selective formation of the opposite diastereomers. The reaction was extended to N-thioformyl 2-siloxymethypyrrolidine and 2-methoxymethylpiperidine, and these showed similar efficiency and selectivity.
已经描述了 N-硫代甲酰基 2-甲氧基甲基吡咯烷与有机锂和有机镁试剂的高效顺序加成反应。这些试剂的各种组合都取得了成功的结果。还描述了一种高效和非对映选择性加成反应。使用有机锂和有机镁试剂上相反取代基的组合导致对映异构体选择性形成。该反应扩展到 N-硫代甲酰基 2-硅氧甲基吡咯烷和 2-甲氧基甲基哌啶，它们表现出相似的效率和选择性。
