The Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Org Biomol Chem. 2012 Oct 21;10(39):7863-8. doi: 10.1039/c2ob26423d.
Substituted pyrrolines are available by ring closure initiated by direct nucleophilic attack of stabilized enolates at the nitrogen of oximes activated with a leaving group, in a process which effectively out-competes the more usual Beckmann rearrangement. Subsequent reduction provides diastereoselective access to the corresponding pyrrolidines. This provides a rapid route to saturated heterocyclic systems from readily available precursors.
取代的吡咯啉可以通过稳定的烯醇盐在肟氮上的直接亲核进攻引发的环闭合来制备，肟氮被离去基团活化，这个过程有效地与更常见的贝克曼重排竞争。随后的还原提供了对相应吡咯烷的非对映选择性进入。这为从易得的前体快速构建饱和杂环系统提供了一种途径。
