URCOM, EA 3221, INC3M, FR-CNRS 3038, UFR des Sciences & Techniques de l'Université du Havre, BP: 540, 25 rue Philippe Lebon, F-76058 Le Havre Cedex, France.
Org Biomol Chem. 2013 Mar 21;11(11):1818-21. doi: 10.1039/c3ob27472a. Epub 2013 Feb 11.
An aza-Michael induced ring closure (aza-MIRC) tandem reaction of benzyl (2-bromoethyl)carbamate with various Michael acceptors is described. The N-Cbz-β-gem-disubstituted pyrrolidines thus obtained were proved to be versatile intermediates for the rapid access to both martinelline and spirooxindole backbones. An application of this strategy towards an expedient 4 step total synthesis of (±)-coerulescine is also presented.
描述了苄基（2-溴乙基）氨基甲酸酯与各种迈克尔受体的氮杂迈克尔诱导的环闭合（aza-MIRC）串联反应。得到的 N-Cbz-β-二取代吡咯烷被证明是快速获得马丁林和螺环吲哚骨架的多功能中间体。还提出了该策略在（±）-色胺简便的 4 步全合成中的应用。
