Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok, 10400, Thailand.
Org Biomol Chem. 2011 Jan 21;9(2):531-7. doi: 10.1039/c0ob00388c. Epub 2010 Oct 19.
A concise asymmetric synthesis of (+)-swainsonine (ent-1) is described starting from 2, which was readily prepared from commercially available l-glutamic acid. The method features installation of the indolizidine ring via an intramolecular cyclisation of α-sulfinyl carbanion as a key step. (+)-Swainsonine was obtained in 11.8% overall yield in 10 steps.
本文描述了从 2 出发的 (+)-苦马豆素（ent-1）的简洁不对称合成，2 可由市售的 l-谷氨酸很容易制备。该方法的特点是通过 α-亚磺酰基碳负离子的分子内环化作为关键步骤来安装吲哚里西啶环。(+)-苦马豆素经 10 步反应以 11.8%的总收率得到。
